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(Z)-acetaldehyde oxime

PubChem CID
5324280
Structure
(Z)-acetaldehyde oxime_small.png
(Z)-acetaldehyde oxime_3D_Structure.png
Molecular Formula
Synonyms
  • (Z)-acetaldehyde oxime
  • Acetaldoxime
  • (Z)-Acetaldoxime
  • cis-Acetaldehyde oxime
  • (1Z)-acetaldehyde oxime
Molecular Weight
59.07 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
  • Create:
    2004-09-16
  • Modify:
    2025-01-10
Description
Acetaldehyde oxime appears as a colorless liquid with a pungent odor. Has two crystalline modifications, one melting at 12 °C and the other at 46.5 °C.
(Z)-acetaldehyde oxime is the (Z)-stereoisomer of acetaldehyde oxime.

1 Structures

1.1 2D Structure

Chemical Structure Depiction
(Z)-acetaldehyde oxime.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

(NZ)-N-ethylidenehydroxylamine
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)

2.1.2 InChI

InChI=1S/C2H5NO/c1-2-3-4/h2,4H,1H3/b3-2-
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

2.1.3 InChIKey

FZENGILVLUJGJX-IHWYPQMZSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

2.1.4 SMILES

C/C=N\O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C2H5NO
Computed by PubChem 2.2 (PubChem release 2021.10.14)

2.3 Other Identifiers

2.3.1 CAS

107-29-9
5775-72-4
5780-37-0

2.3.2 European Community (EC) Number

2.3.3 UNII

2.3.4 UN Number

2.3.5 ChEBI ID

2.3.6 DSSTox Substance ID

2.3.7 Metabolomics Workbench ID

2.3.8 Nikkaji Number

2.3.9 NSC Number

2.3.10 Wikidata

2.3.11 Wikipedia

2.4 Synonyms

2.4.1 MeSH Entry Terms

  • acetaldehyde oxime
  • acetaldoxime
  • aldoxime

2.4.2 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
59.07 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3
Property Value
-0.1
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
59.037113783 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
59.037113783 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
32.6 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
4
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
25.2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)

3.2 Experimental Properties

3.2.1 Physical Description

Acetaldehyde oxime appears as a colorless liquid with a pungent odor. Has two crystalline modifications, one melting at 12 °C and the other at 46.5 °C.
Two crystalline modifications, alpha and beta; [Merck Index] Colorless liquid with a pungent odor; Two crystalline modifications with mp = 12 and 46.5 deg C; [CAMEO] Liquid; [IUCLID]

3.2.2 Color / Form

Needles
Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-4
Two crystalline modifications, alpha-form and beta-form
O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 9

3.2.3 Boiling Point

115 °C
NIST; NIST Chemistry WebBook. Acetaldoxime (107-29-9). NIST Standard Reference Database No. 69, June 2005 Release. Washington, DC: US Sec Commerce. Available from, as of May 21, 2013: https://webbook.nist.gov

3.2.4 Melting Point

45 °C
Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-4
Two crystalline modifications with melting point of 12 °C for beta-form and 46.5 °C for alpha-form
O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 9

3.2.5 Flash Point

Flash point < 22 °C

3.2.6 Solubility

Very soluble in water
O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 9
Very soluble in alcohol, ether
O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 9
Miscible with ethanol, ether
Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-4

3.2.7 Density

0.9656 at 20 °C/4 °C
Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-4

3.2.8 Vapor Pressure

7.71 [mmHg]
9.9 mm Hg at 25 °C /Extrapolated to super-cooled liquid/; 5.0 mm Hg at 25 °C /Extrapolated to solid/
Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, DC: Taylor and Francis (1999)

3.2.9 LogP

log Kow = -0.13
Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 4

3.2.10 Decomposition

When heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2004., p. 6

3.2.11 Heat of Combustion

-1.3201X10+9 J/kmol /Standard Net Heat of Combustion/
Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, DC: Taylor and Francis (1999)

3.2.12 Heat of Vaporization

49.03 kJ/mol
NIST; NIST Chemistry WebBook. Acetaldoxime (107-29-9). NIST Standard Reference Database No. 69, June 2005 Release. Washington, DC: US Sec Commerce. Available from, as of May 21, 2013: https://webbook.nist.gov

3.2.13 Odor Threshold

Odor Threshold Low: 1.0 [mmHg]

[HSDB] Odor threshold from IUCLID

3.2.14 Refractive Index

Index of refraction: 1.415 at 20 °C/D
O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 9
Index of refraction: 1.4264 at 20 °C/D
Lide, D.R. CRC Handbook of Chemistry and Physics 88TH Edition 2007-2008. CRC Press, Taylor & Francis, Boca Raton, FL 2007, p. 3-4

3.2.15 Other Experimental Properties

Hydrolyzes to acetaldehyde and hydroxylamine by treatment with aqueous hydrochloric acid
O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 9
Hydroxyl radical reaction rate constant = 2.2X10-12 cu cm/molecule-sec at 25 °C
Atkinson R; Chem Rev 85: 69-201 (1985)

3.3 Chemical Classes

Nitrogen Compounds -> Oximes

4 Spectral Information

4.1 1D NMR Spectra

1 of 2
1D NMR Spectra
NMR: 375 (Varian Associates NMR Spectra Catalogue)
2 of 2
1D NMR Spectra

4.1.1 13C NMR Spectra

1 of 2
Copyright
Copyright © 2002-2024 Wiley-VCH Verlag GmbH & Co. KGaA. All Rights Reserved.
Thumbnail
Thumbnail
2 of 2
Instrument Name
Special
Copyright
Copyright © 2002-2024 Wiley-VCH Verlag GmbH & Co. KGaA. All Rights Reserved.
Thumbnail
Thumbnail

4.1.2 15N NMR Spectra

Instrument Name
Bruker WH-180
Copyright
Copyright © 2002-2024 Wiley-VCH Verlag GmbH & Co. KGaA. All Rights Reserved.
Thumbnail
Thumbnail

4.2 UV Spectra

MAX ABSORPTION (ALCOHOL): LESS THAN 220 NM
Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979., p. C-81
UV: 3-4 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York)
Lide, D.R., G.W.A. Milne (eds.). Handbook of Data on Organic Compounds. Volume I. 3rd ed. CRC Press, Inc. Boca Raton ,FL. 1994., p. V1: 11

4.3 IR Spectra

IR Spectra
IR: 15391 (Sadtler Research Laboratories Prism Collection)

6 Chemical Vendors

7 Use and Manufacturing

7.1 Uses

Sources/Uses
Used as an intermediate in chemical synthesis; [HSDB]
It is the intermediate of synthetizing pesticides methom, thiodicarb and alanycarb; it can also be used in organic synthesis.
Chemical Reagent; Acetaldoxime. Available, as of May 20,2013: https://www.chemical-reagent.com/products/Acetaldoxime/

7.1.1 Use Classification

Hazard Classes and Categories -> Flammable - 3rd degree, Reactive - 1st degree

7.1.2 Industry Uses

Solvent

7.1.3 Consumer Uses

Solvent

7.2 Methods of Manufacturing

Donaruma; United States of America patent 2763686 (1956 to du Pont).
O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 9

7.3 U.S. Production

Aggregated Product Volume

2019: 1,000,000 lb - <20,000,000 lb

2018: 1,000,000 lb - <20,000,000 lb

2017: 1,000,000 lb - <20,000,000 lb

2016: 1,000,000 lb - <20,000,000 lb

Acetaldehyde oxime is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).
EPA/Office of Pollution Prevention and Toxics; High Production Volume (HPV) Challenge Program. Acetaldehyde Oxime (107-29-9). Available from, as of July 18, 2013: https://www.epa.gov/hpv/pubs/general/opptsrch.htm
Production volumes for non-confidential chemicals reported under the Inventory Update Rule.
Year
1986
Production Range (pounds)
>1 million - 10 million
Year
1990
Production Range (pounds)
>1 million - 10 million
Year
1994
Production Range (pounds)
>1 million - 10 million
Year
1998
Production Range (pounds)
>1 million - 10 million
Year
2002
Production Range (pounds)
>1 million - 10 million
US EPA; Non-confidential Production Volume Information Submitted by Companies for Chemicals Under the 1986-2002 Inventory Update Rule (IUR). Acetaldehyde Oxime (107-29-9). Available from, as of July 18, 2013: https://epa.gov/cdr/tools/data/2002-vol.html
Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Acetaldehyde, oxime. Aggregated National Production Volume: 1 to < 10 million pounds.
US EPA; Non-Confidential 2006 Inventory Update Reporting. National Chemical Information. Acetaldehyde, oxime (107-29-9). Available from, as of July 18, 2013: https://cfpub.epa.gov/iursearch/index.cfm
Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Acetaldehyde, oxime. National Production Volume: 10,566,000 lb/yr.
USEPA/Pollution Prevention and Toxics; 2012 Chemical Data Reporting Database. Acetaldehyde, oxime (107-29-9). Available from, as of July 18, 2013: https://java.epa.gov/oppt_chemical_search/

7.4 General Manufacturing Information

Industry Processing Sectors
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
EPA TSCA Commercial Activity Status
Acetaldehyde, oxime: ACTIVE

8 Safety and Hazards

8.1 Hazards Identification

8.1.1 GHS Classification

Pictogram(s)
Flammable
Irritant
Health Hazard
Signal
Warning
GHS Hazard Statements

H226 (99.5%): Flammable liquid and vapor [Warning Flammable liquids]

H302 (81%): Harmful if swallowed [Warning Acute toxicity, oral]

H319 (81%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H332 (32.5%): Harmful if inhaled [Warning Acute toxicity, inhalation]

H373 (43.5%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

H412 (46%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statement Codes

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P330, P337+P317, P370+P378, P403+P235, and P501

(The corresponding statement to each P-code can be found at the GHS Classification page.)

ECHA C&L Notifications Summary

Aggregated GHS information provided per 200 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

8.1.2 Hazard Classes and Categories

Flam. Liq. 3 (99.5%)

Acute Tox. 4 (81%)

Eye Irrit. 2A (81%)

Acute Tox. 4 (32.5%)

STOT RE 2 (43.5%)

Aquatic Chronic 3 (46%)

Flammable - 3rd degree, Reactive - 1st degree

8.1.3 Health Hazards

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas. Runoff from fire control or dilution water may cause environmental contamination. (ERG, 2024)

8.1.4 Fire Hazards

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids will float on water. (ERG, 2024)

8.1.5 Hazards Summary

Emergency treatment: Irritants; [HSDB] May form explosive peroxides with air; [CAMEO] Not irritating or sensitizing to guinea pig skin; Expected to induce methemoglobinemia based on studies of related oximes; Likely inhibits acetaldehyde dehydrogenase in the liver; No evidence of mutagenicity; [IUCLID] May form explosive mixtures with air; An irritant; [Alfa Aesar MSDS]

8.1.6 Skin, Eye, and Respiratory Irritations

Expected to be irritating to the eyes.
European Chemicals Bureau; IUCLID Dataset for Acetaldehyde oxime (107-29-9), p.11 (2000 CD-ROM edition). Available from, as of August 8, 2013: https://esis.jrc.ec.europa.eu/

8.2 Safety and Hazard Properties

8.2.1 Explosive Limits and Potential

Lower explosion limit 4.2% (volume in air); upeer explosion limit 50.0% (volume in air)
European Chemicals Bureau; IUCLID Dataset for Acetaldehyde oxime (107-29-9), p.5 (2000 CD-ROM edition). Available from, as of August 8, 2013: https://esis.jrc.ec.europa.eu/

8.3 First Aid Measures

8.3.1 First Aid

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

Refer to the "General First Aid" section. Specific First Aid: Wash skin with soap and water. In case of burns, immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin. (ERG, 2024)

8.4 Fire Fighting

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.

SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam. Do not use dry chemical extinguishers to control fires involving nitromethane (UN1261) or nitroethane (UN2842).

LARGE FIRE: Water spray, fog or alcohol-resistant foam. Avoid aiming straight or solid streams directly onto the product. If it can be done safely, move undamaged containers away from the area around the fire.

FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

8.4.1 Fire Fighting Procedures

Use water spray to cool unopened containers.
Sigma-Aldrich; Material Safety Data Sheet for Acetaldehyde oxime Product Number: A1002, Version 5.0 (Revision Date 09/17/2012). Available from, as of August 8, 2013: https://www.sigmaaldrich.com/catalog/product/aldrich/a1002?lang=en&region=US
Suitable extinguishing media: For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Special protective equipment for firefighters Wear self contained breathing apparatus for fire fighting if necessary.
Sigma-Aldrich; Material Safety Data Sheet for Acetaldehyde oxime Product Number: A1002, Version 5.0 (Revision Date 09/17/2012). Available from, as of August 8, 2013: https://www.sigmaaldrich.com/catalog/product/aldrich/a1002?lang=en&region=US

8.5 Accidental Release Measures

8.5.1 Isolation and Evacuation

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area for at least 50 meters (150 feet) in all directions.

LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet).

FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)

8.5.2 Cleanup Methods

Personal precautions: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations
Sigma-Aldrich; Material Safety Data Sheet for Acetaldehyde oxime Product Number: A1002, Version 5.0 (Revision Date 09/17/2012). Available from, as of August 8, 2013: https://www.sigmaaldrich.com/catalog/product/aldrich/a1002?lang=en&region=US

8.5.3 Disposal Methods

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material.
Sigma-Aldrich; Material Safety Data Sheet for Acetaldehyde oxime Product Number: A1002, Version 5.0 (Revision Date 09/17/2012). Available from, as of August 8, 2013: https://www.sigmaaldrich.com/catalog/product/aldrich/a1002?lang=en&region=US
Contaminated packaging: Dispose of as unused product.
Sigma-Aldrich; Material Safety Data Sheet for Acetaldehyde oxime Product Number: A1002, Version 5.0 (Revision Date 09/17/2012). Available from, as of August 8, 2013: https://www.sigmaaldrich.com/catalog/product/aldrich/a1002?lang=en&region=US

8.5.4 Preventive Measures

Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.
Sigma-Aldrich; Material Safety Data Sheet for Acetaldehyde oxime Product Number: A1002, Version 5.0 (Revision Date 09/17/2012).
Precautions for safe handling: Avoid contact with skin and eyes. Avoid inhalation of vapour or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.
Sigma-Aldrich; Material Safety Data Sheet for Acetaldehyde oxime Product Number: A1002, Version 5.0 (Revision Date 09/17/2012). Available from, as of August 8, 2013: https://www.sigmaaldrich.com/catalog/product/aldrich/a1002?lang=en&region=US
SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

8.6 Handling and Storage

8.6.1 Nonfire Spill Response

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material.

LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2024)

8.6.2 Storage Conditions

Conditions for safe storage Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Recommended storage temperature: 2 - 8 °C
Sigma-Aldrich; Material Safety Data Sheet for Acetaldehyde oxime Product Number: A1002, Version 5.0 (Revision Date 09/17/2012). Available from, as of August 8, 2013: https://www.sigmaaldrich.com/catalog/product/aldrich/a1002?lang=en&region=US

8.7 Exposure Control and Personal Protection

8.7.1 Personal Protective Equipment (PPE)

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing provides thermal protection but only limited chemical protection. (ERG, 2024)

Personal protective equipment: Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU). Hand protection: Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. Eye protection: Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin and body protection: Complete suit protecting against chemicals, Flame retardant antistatic protective clothing, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.
Sigma-Aldrich; Material Safety Data Sheet for Acetaldehyde oxime Product Number: A1002, Version 5.0 (Revision Date 09/17/2012). Available from, as of August 8, 2013: https://www.sigmaaldrich.com/catalog/product/aldrich/a1002?lang=en&region=US

8.8 Stability and Reactivity

8.8.1 Air and Water Reactions

Highly flammable. Easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Very soluble in water.

8.8.2 Reactive Group

Oximes

8.8.3 Reactivity Alerts

Highly Flammable

Peroxidizable Compound

8.8.4 Reactivity Profile

ACETALDEHYDE OXIME may explode or decompose violently during distillation if samples have been previously been exposed to the air, which causes formation of peroxides of various types. Reacts as both a weak acid and as a weak base. Gives acetaldehyde and a hydroxylammonium salt if heated with aqueous acid. A nickel-catalyzed aldoxime rearrangement to an amide went out of control when a different solvent was employed [J. Loss Prev., 1993, 6(2), 69].

8.9 Transport Information

8.9.1 DOT Emergency Guidelines

/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
U.S. Department of Transportation. 2012 Emergency Response Guidebook. Washington, D.C. 2012
/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
U.S. Department of Transportation. 2012 Emergency Response Guidebook. Washington, D.C. 2012
/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.
U.S. Department of Transportation. 2012 Emergency Response Guidebook. Washington, D.C. 2012
/GUIDE 129: FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.
U.S. Department of Transportation. 2012 Emergency Response Guidebook. Washington, D.C. 2012
For more DOT Emergency Guidelines (Complete) data for ACETALDEHYDE OXIME (8 total), please visit the HSDB record page.

8.9.2 Shipping Name / Number DOT/UN/NA/IMO

IMO 3; Acetaldehyde oxime

8.9.3 Shipment Methods and Regulations

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./
49 CFR 171.2 (USDOT); U.S. National Archives and Records Administration's Electronic Code of Federal Regulations. Available from, as of August 12, 2013: https://www.ecfr.gov
The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.
International Air Transport Association. Dangerous Goods Regulations. 47th Edition. Montreal, Quebec Canada. 2006., p. 131
The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.
International Maritime Organization. IMDG Code. International Maritime Dangerous Goods Code Volume 2 2006, p. 109

8.9.4 DOT Label

Flammable Liquid

8.10 Regulatory Information

The Australian Inventory of Industrial Chemicals
Chemical: Acetaldehyde, oxime
REACH Registered Substance
New Zealand EPA Inventory of Chemical Status
Acetaldehyde, oxime: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

8.11 Other Safety Information

8.11.1 Toxic Combustion Products

Hazardous decomposition products formed under fire conditions. - Carbon oxides, nitrogen oxides (NOx)
Sigma-Aldrich; Material Safety Data Sheet for Acetaldehyde oxime Product Number: A1002, Version 5.0 (Revision Date 09/17/2012). Available from, as of August 8, 2013: https://www.sigmaaldrich.com/catalog/product/aldrich/a1002?lang=en&region=US

9 Toxicity

9.1 Toxicological Information

9.1.1 Adverse Effects

Methemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

9.1.2 Toxicity Data

LC50 (rat) = 8,800 mg/m3/4hr

9.1.3 Interactions

/Acetaldehyde oxime/ probably inhibits acetaldehyde dehydrogenase in the liver. Ethyl alcohol use after excessive exposure to this substance may result in high acetaldehyde concentrations giving rise to headache, red face, nausea, vomiting, sweating and rapid pulse 9the so called antabuse effect).
European Chemicals Bureau; IUCLID Dataset for Acetaldehyde oxime (107-29-9), p.13 (2000 CD-ROM edition). Available from, as of August 8, 2013: https://esis.jrc.ec.europa.eu/

9.1.4 Antidote and Emergency Treatment

Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Flammable liquids/
Currance, P.L. Clements, B., Bronstein, A.C. (Eds).; Emergency Care For Hazardous Materials Exposure. 3Rd edition, Elsevier Mosby, St. Louis, MO 2005, p. 147-8
Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... . Monitor for pulmonary edema and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . /Flammable liquids/
Currance, P.L. Clements, B., Bronstein, A.C. (Eds).; Emergency Care For Hazardous Materials Exposure. 3Rd edition, Elsevier Mosby, St. Louis, MO 2005, p. 148
Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, cautiously administer fluid. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Flammable liquids/
Currance, P.L. Clements, B., Bronstein, A.C. (Eds).; Emergency Care For Hazardous Materials Exposure. 3Rd edition, Elsevier Mosby, St. Louis, MO 2005, p. 148

9.1.5 Non-Human Toxicity Excerpts

/LABORATORY ANIMALS: Acute Exposure/ Primary irritation studied on the skin of guinea pigs: slightly irritating.
European Chemicals Bureau; IUCLID Dataset for Acetaldehyde oxime (107-29-9), p.11 (2000 CD-ROM edition). Available from, as of August 8, 2013: https://esis.jrc.ec.europa.eu/
/LABORATORY ANIMALS: Acute Exposure/ Guinea pig maximization test: Non sensitizing.
European Chemicals Bureau; IUCLID Dataset for Acetaldehyde oxime (107-29-9), p.11 (2000 CD-ROM edition). Available from, as of August 8, 2013: https://esis.jrc.ec.europa.eu/
/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ One-generation reproductive toxicity studies have been conducted on the following three oximes: acetaldehyde oxime, aldecarb oxime, and methyl isobutyl ketoxime. ... Rats were exposed to the test material for 10 weeks prior to mating and 2 weeks of mating. Males were killed following mating, and females were continuously exposed through gestation and lactation. For methyl isobutyl ketoxime, the F1 generation was exposed from weaning until approximately 7 weeks of age to include when the vaginal opening occurred in females or when balanopreputial separation occurred in males. With the exception of an increased number of stillbirths in the aldecarb oxime high-dose-group animals, no adverse effects were observed in any of the reproductive or litter parameters or in the F1 pups. Toxicity to the F0 animals included signs of hemolytic anemia, along with compensatory extramedullary hematopoiesis and hemosiderosis of the spleen. This occurred for all three test materials. For acetaldehyde oxime, the no-observed-adverse-effect level (NOAEL) for the F0 generation was considered to be less than 5 mg/kg/day, based on decreased mean corpuscular hemoglobin concentration values and histological changes in the spleen. The NOAEL for the F1 generation and reproductive toxicity was considered to be 50 mg/kg/day, the highest dose tested. For aldecarb oxime, the NOAEL for parental toxicity was considered to be less than 5 mg/kg/day, based on the histological changes observed in the livers of females in all groups. The NOAEL for reproductive toxicity and the F1 generation was considered to be 25 mg/kg/day, based on the higher number of stillborn pups in the high-dose group. For methyl isobutyl ketoxime, the NOAEL for parental toxicity was considered to be 30 mg/kg/day, based on the histological effects on the spleen. The NOAEL for the F1 generation and reproductive toxicity was 100 mg/kg/day, the highest dose tested.
Rusch GM et al; Drug Chem Toxicol 32 (4): 381-94 (2009)
/GENOTOXICITY/ The mutagenicity of 6 oxime compounds was evaluated in the Salmonella plate incorporation assay and mouse lymphoma L5178Y TK +/- assay. All of the oximes were mutagenic in the mouse lymphoma assay in the absence of exogenous metabolic activation. Acetaldehyde oxime was also mutagenic in the presence of S9 activation. In contrast to these results, a positive response was noted only for 2-(hydroxyimino)-N-phenyl-acetamide oxime in strain TA1535 in the absence of activation in the Salmonella/microsome test.
Rogers-Back AM et al; Mutation Research 204 (2): 149-62 (1988)
For more Non-Human Toxicity Excerpts (Complete) data for ACETALDEHYDE OXIME (6 total), please visit the HSDB record page.

9.1.6 Non-Human Toxicity Values

LD50 Rat inhalation 8.8 mg/L/4 hours
European Chemicals Bureau; IUCLID Dataset for Acetaldehyde oxime (107-29-9), p.10 (2000 CD-ROM edition). Available from, as of August 8, 2013: https://esis.jrc.ec.europa.eu/
LD50 Rat oral 740 mg/kg body weight
European Chemicals Bureau; IUCLID Dataset for Acetaldehyde oxime (107-29-9), p.10 (2000 CD-ROM edition). Available from, as of August 8, 2013: https://esis.jrc.ec.europa.eu/
LD50 Mouse ip 100 mg/kg
Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2004., p. 6

9.1.7 Ongoing Test Status

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical.[Available from, as of July 17, 2013: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=107-29-9]

9.1.8 TSCA Test Submissions

The mutagenicity of acetaldehyde oxime (AAO) was evaluated in Salmonella tester strains TA98, TA100, TA1535, TA1537, and TA1538, in the presence of added metabolic activation by Aroclor-induced rat liver S9 fraction. AAO, in 50% aqueous solutions, was tested for mutagenicity at concentrations ranging from 5-5000 ug/plate using the plate incorporation method. AAO did not cause a positive response in any of the bacterial tester strains with metabolic activation.
Stanford Research Institute; Microbial Mutagenesis Assays of Allied Chemical Corporation Compounds, Final Report. (1975), EPA Document No. FYI-OTS-0885-0443, Fiche No. OTS0000443-0

9.2 Ecological Information

9.2.1 Ecotoxicity Values

LC50; Species: Pimephales promelas (Fathead Minnow) age 31 day, length 17.1 mm, weight 0.071 g; Conditions: freshwater, flow through, 24.4 °C, pH 7.4, hardness 45.6 mg/L CaCO3, alkalinity 39.2 mg/L CaCO3, dissolved oxygen 7.2 mg/L; Concentration: 76000 ug/L for 96 hr (95% confidence interval: 68300-84500 ug/L) /95% purity/
Geiger DL et al; Acute Toxicities of Organic Chemicals to Fathead Minnows (Pimephales promelas) V 5: 332 (1990) as cited in the ECOTOX database. Available from, as of May 14, 2013

9.2.2 Environmental Fate / Exposure Summary

Acetaldehyde oxime's production and use as an intermediate in the synthesis of the pesticides methom, thiodicarb and alanycarb and in other organic synthesis may result in its release to the environment through various waste streams. If released to air, an extrapolated vapor pressure of 5.0 mm Hg at 25 °C indicates acetaldehyde oxime will exist solely as a vapor in the atmosphere. Vapor-phase acetaldehyde oxime will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 7.6 days. Acetaldehyde oxime does not absorb at wavelengths >290 nm and, therefore, is not expected to be susceptible to direct photolysis by sunlight. If released to soil, acetaldehyde oxime is expected to have very high mobility based upon an estimated Koc of 40. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 5.9X10-6 atm-cu m/mole. Acetaldehyde oxime is expected to volatilize from dry soil surfaces based upon its vapor pressure. A single biological screening study has noted that two microbes isolated from soil are able to grow on acetaldehyde oxime as a sole carbon source. If released into water, acetaldehyde oxime is not expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 117 hours and 38 days, respectively. An estimated BCF of 3 suggests the potential for bioconcentration in aquatic organisms is low. Insufficient data are available to predict the importance of hydrolysis in environmental waters. Occupational exposure to acetaldehyde oxime may occur through inhalation and dermal contact with this compound at workplaces where acetaldehyde oxime is produced or used. (SRC)

9.2.3 Artificial Pollution Sources

Acetaldehyde oxime's production and use as an intermediate in the synthesis of the pesticides methom, thiodicarb and alanycarb and in other organic synthesis(1) may result in its release to the environment through various waste streams(SRC).
(1) Chemical Reagent; Greenstone Swiss Co., Ltd. Acetaldoxime. Available from, as of May 20,2013: https://www.chemical-reagent.com/products/Acetaldoxime/

9.2.4 Environmental Fate

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that acetaldehyde oxime is expected to have very high mobility in soil(SRC). Volatilization of acetaldehyde oxime from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.9X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(2). Acetaldehyde oxime is expected to volatilize from dry soil surfaces(SRC) based upon an extrapolated vapor pressure of 5 mm Hg at 25 °C(3). A single biological screening study has noted that two microbes isolated from soil are able to grow on acetaldehyde oxime as a sole carbon source(4).
(1) Swann RL et al; Res Rev 85: 17-28 (1983)
(2) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of May 17, 2013: https://www.epa.gov/oppt/exposure/pubs/episuitedl.htm
(3) Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, DC: Taylor and Francis (1999)
(4) Doxtader KG, Alexander M; Soil Sci Soc Am Proc 30: 351-5 (1966)
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that acetaldehyde oxime is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 5.9X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 117 hours and 38 days, respectively(SRC). According to a classification scheme(4), an estimated BCF of 3(SRC), from its log Kow of -0.13(5) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low. Acetaldehyde oxime does not absorb at wavelengths >290 nm(6) and, therefore, is not expected to be susceptible to direct photolysis by sunlight in water(SRC). Insufficient data are available to predict the importance of hydrolysis in environmental waters(SRC). A single biological screening study has noted that two microbes isolated from soil are able to grow on acetaldehyde oxime as a sole carbon source(7).
(1) Swann RL et al; Res Rev 85: 17-28 (1983)
(2) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of May 17, 2013: https://www.epa.gov/oppt/exposure/pubs/episuitedl.htm
(3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
(4) Franke C et al; Chemosphere 29: 1501-14 (1994)
(5) Hansch C et al; Exploring QSAR. Hydrophobic, Electronic, and Steric Constants. ACS Prof Ref Book. Heller SR, consult. ed., Washington, DC: Amer Chem Soc p. 4 (1995)
(6) NIST; NIST Chemistry WebBook. Acetaldoxime (107-29-9). NIST Standard Reference Database No. 69, June 2005 Release. Washington, DC: US Sec Commerce. Available from, as of May 21, 2013: https://webbook.nist.gov
(7) Doxtader KG, Alexander M; Soil Sci Soc Am Proc 30: 351-5 (1966)
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acetaldehyde oxime, which has an extrapolated solid-phase vapor pressure of 5.0 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase acetaldehyde oxime is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 7.6 days(SRC), calculated from its measured rate constant of 2.2X10-12 cu cm/molecule-sec at 25 °C(3). Acetaldehyde oxime does not absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).
(1) Bidleman TF; Environ Sci Technol 22: 361-367 (1988)
(2) Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, DC: Taylor and Francis (1999)
(3) Atkinson R; Chem Rev 85: 69-201 (1985)
(4) NIST; NIST Chemistry WebBook. Acetaldoxime (107-29-9). NIST Standard Reference Database No. 69, June 2005 Release. Washington, DC: US Sec Commerce. Available from, as of May 21, 2013: https://webbook.nist.gov

9.2.5 Environmental Biodegradation

PURE CULTURE: Acetaldehyde oxime was able to be used as a sole carbon source for the growth of one bacteria isolate and one fungi isolate obtained from a silty clay loam soil(1).
(1) Doxtader KG, Alexander M; Soil Sci Soc Am Proc 30: 351-5 (1966)

9.2.6 Environmental Abiotic Degradation

The rate constant for the vapor-phase reaction of acetaldehyde oxime with photochemically-produced hydroxyl radicals has been measured as 2.2X10-12 cu cm/molecule-sec at 27 °C(1). This corresponds to an atmospheric half-life of about 7.6 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Acetaldehyde oxime does not absorb at wavelengths >290 nm(2) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).
(1) Atkinson R; Chem Rev 85: 69-201 (1985)
(2) NIST; NIST Chemistry WebBook. Acetaldoxime (107-29-9). NIST Standard Reference Database No. 69, June 2005 Release. Washington, DC: US Sec Commerce. Available from, as of May 21, 2013: https://webbook.nist.gov

9.2.7 Environmental Bioconcentration

An estimated BCF of 3 was calculated in fish for acetaldehyde oxime(SRC), using a log Kow of -0.13(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
(1) Hansch C et al; Exploring QSAR. Hydrophobic, Electronic, and Steric Constants. ACS Prof Ref Book. Heller SR, consult. ed., Washington, DC: Amer Chem Soc p. 4 (1995)
(2) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of May 17, 2013: https://www.epa.gov/oppt/exposure/pubs/episuitedl.htm
(3) Franke C et al; Chemosphere 29: 1501-14 (1994)

9.2.8 Soil Adsorption / Mobility

Using a structure estimation method based on molecular connectivity indices(1), the Koc of acetaldehyde oxime can be estimated to be 40(SRC). According to a classification scheme(2), this estimated Koc value suggests that acetaldehyde oxime is expected to have very high mobility in soil.
(1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of May 17, 2013: https://www.epa.gov/oppt/exposure/pubs/episuitedl.htm
(2) Swann RL et al; Res Rev 85: 17-28 (1983)

9.2.9 Volatilization from Water / Soil

The Henry's Law constant for acetaldehyde oxime is estimated as 5.9X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that acetaldehyde oxime is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 117 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 38 days(SRC). Acetaldehyde oxime's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Acetaldehyde oxime is expected to volatilize from dry soil surfaces(SRC) based upon a solid-phase extrapolated vapor pressure of 5 mm Hg at 25 °C(3).
(1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of May 17, 2013: https://www.epa.gov/oppt/exposure/pubs/episuitedl.htm
(2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
(3) Daubert TE, Danner RP; Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, DC: Taylor and Francis (1999)

9.2.10 Probable Routes of Human Exposure

According to the 2006 TSCA Inventory Update Reporting data, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use of acetaldehyde oxime is 100 to 999; the data may be greatly underestimated(1).
(1) US EPA; Inventory Update Reporting (IUR). Non-confidential 2006 IUR Records by Chemical, including Manufacturing, Processing and Use Information. Washington, DC: U.S. Environmental Protection Agency. Available from, as of May 21, 2013: https://cfpub.epa.gov/iursearch/index.cfm
Occupational exposure to acetaldehyde oxime may occur through inhalation and dermal contact with this compound at workplaces where acetaldehyde oxime is produced or used. (SRC)

10 Literature

10.1 Consolidated References

10.2 NLM Curated PubMed Citations

10.3 Springer Nature References

10.4 Thieme References

10.5 Chemical Co-Occurrences in Literature

10.6 Chemical-Gene Co-Occurrences in Literature

10.7 Chemical-Disease Co-Occurrences in Literature

11 Patents

11.1 Depositor-Supplied Patent Identifiers

11.2 WIPO PATENTSCOPE

11.3 Chemical Co-Occurrences in Patents

12 Biological Test Results

12.1 BioAssay Results

13 Classification

13.1 MeSH Tree

13.2 ChEBI Ontology

13.3 ChemIDplus

13.4 CAMEO Chemicals

13.5 UN GHS Classification

13.6 NORMAN Suspect List Exchange Classification

13.7 EPA DSSTox Classification

13.8 EPA TSCA and CDR Classification

13.9 MolGenie Organic Chemistry Ontology

14 Information Sources

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    https://creativecommons.org/licenses/by/4.0/
    NORMAN Suspect List Exchange Classification
    https://www.norman-network.com/nds/SLE/
  27. MolGenie
    MolGenie Organic Chemistry Ontology
    https://github.com/MolGenie/ontology/
  28. PATENTSCOPE (WIPO)
CONTENTS