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4-Methylbenzylidene-camphor

PubChem CID
38988322
Structure
4-Methylbenzylidene-camphor_small.png
4-Methylbenzylidene-camphor_3D_Structure.png
Molecular Formula
Synonyms
  • 3-(4-Methylbenzylidene)camphor
  • 36861-47-9
  • 4-Methylbenzylidene-camphor
  • BIDD:ER0102
  • PD132059
Molecular Weight
254.4 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
  • Create:
    2009-05-29
  • Modify:
    2025-01-18

1 Structures

1.1 2D Structure

Chemical Structure Depiction
4-Methylbenzylidene-camphor.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R,3Z,4S)-1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)

2.1.2 InChI

InChI=1S/C18H22O/c1-12-5-7-13(8-6-12)11-14-15-9-10-18(4,16(14)19)17(15,2)3/h5-8,11,15H,9-10H2,1-4H3/b14-11-/t15-,18+/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

2.1.3 InChIKey

HEOCBCNFKCOKBX-LBONJMQPSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

2.1.4 SMILES

CC1=CC=C(C=C1)/C=C\2/[C@H]3CC[C@@](C2=O)(C3(C)C)C
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C18H22O
Computed by PubChem 2.2 (PubChem release 2021.10.14)

2.3 Other Identifiers

2.3.1 CAS

36861-47-9

2.3.2 Deprecated CAS

38102-62-4, 84055-65-2

2.3.3 European Community (EC) Number

2.3.4 Nikkaji Number

2.4 Synonyms

2.4.1 MeSH Entry Terms

  • 3-(4'-methylbenzylidene)camphor
  • 3-(4-methylbenzylidene)camphor
  • 4-MBC cpd
  • 4-methylbenzylidene camphor
  • enzacamene
  • Eusolex 6300
  • Eusolex-6300

2.4.2 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
254.4 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
4.5
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
254.167065321 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
254.167065321 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
17.1 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
19
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
423
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
2
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 Chemical Classes

3.2.1 Fragrances

Fragrance Ingredient (3-(4'-Methylbenzylidene)camphor) -> IFRA transparency List

5 Chemical Vendors

6 Use and Manufacturing

6.1 Uses

6.1.1 Use Classification

Fragrance Ingredients

6.1.2 Household Products

California Safe Cosmetics Program (CSCP)

Cosmetics product ingredient: (±)-1,7,7-trimethyl-3-[(4-methylphenyl)methylene]bicyclo[2.2.1]heptan-2-one (covering any of the individual isomers and/or combinations thereof (4-MBC); 4-Methylbenzylidene Camphor (4-MBC))

Product count: 1

6.2 General Manufacturing Information

EPA TSCA Commercial Activity Status
Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-3-[(4-methylphenyl)methylene]-: ACTIVE
EPA TSCA Regulatory Flag
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

7 Safety and Hazards

7.1 Hazards Identification

7.1.1 GHS Classification

Note
Pictograms displayed are for 98.7% (456 of 462) of reports that indicate hazard statements. This chemical does not meet GHS hazard criteria for 1.3% (6 of 462) of reports.
Pictogram(s)
Environmental Hazard
Signal
Warning
GHS Hazard Statements

H400 (79.2%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

H410 (89.6%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statement Codes

P273, P391, 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 462 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria per 6 of 462 reports by companies. For more detailed information, please visit ECHA C&L website.

There are 9 notifications provided by 456 of 462 reports by companies with hazard statement code(s).

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.

7.1.2 Hazard Classes and Categories

Aquatic Acute 1 (79.2%)

Aquatic Chronic 1 (89.6%)

7.2 Regulatory Information

The Australian Inventory of Industrial Chemicals
Chemical: Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-3-[(4-methylphenyl)methylene]-
California Safe Cosmetics Program (CSCP) Reportable Ingredient

Hazard Traits - Endocrine Toxicity

Authoritative List - EC EDs

Report - if used as a fragrance or flavor ingredient

REACH Substances of Very High Concern (SVHC)

Substance: (±)-1,7,7-trimethyl-3-[(4-methylphenyl)methylene]bicyclo[2.2.1]heptan-2-one

EC: 253-242-6

Date of inclusion: >17-Jan-2022

Reason for inclusion: Endocrine disrupting properties (Article 57(f) - human health)

New Zealand EPA Inventory of Chemical Status
3-(4-Methylbenzylidene) bornan-2-one: Does not have an individual approval but may be used under an appropriate group standard

8 Literature

8.1 Consolidated References

8.2 NLM Curated PubMed Citations

8.3 Chemical Co-Occurrences in Literature

8.4 Chemical-Gene Co-Occurrences in Literature

8.5 Chemical-Disease Co-Occurrences in Literature

9 Classification

9.1 MeSH Tree

9.2 UN GHS Classification

9.3 EPA TSCA and CDR Classification

10 Information Sources

  1. Australian Industrial Chemicals Introduction Scheme (AICIS)
    Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-3-[(4-methylphenyl)methylene]-
    https://services.industrialchemicals.gov.au/search-inventory/
  2. EPA Chemicals under the TSCA
    Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-3-[(4-methylphenyl)methylene]-
    https://www.epa.gov/chemicals-under-tsca
    EPA TSCA Classification
    https://www.epa.gov/tsca-inventory
  3. European Chemicals Agency (ECHA)
    LICENSE
    Use of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.
    https://echa.europa.eu/web/guest/legal-notice
    (±)-1,7,7-trimethyl-3-[(4-methylphenyl)methylene]bicyclo[2.2.1]heptan-2-one
    https://echa.europa.eu/substance-information/-/substanceinfo/100.048.386
    (±)-1,7,7-trimethyl-3-[(4-methylphenyl)methylene]bicyclo[2.2.1]heptan-2-one (EC: 253-242-6)
    https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/37169
  4. International Fragrance Association (IFRA)
    LICENSE
    (c) The International Fragrance Association, 2007-2021. All rights reserved.
    https://ifrafragrance.org/links/copyright
  5. New Zealand Environmental Protection Authority (EPA)
    LICENSE
    This work is licensed under the Creative Commons Attribution-ShareAlike 4.0 International licence.
    https://www.epa.govt.nz/about-this-site/general-copyright-statement/
  6. California Safe Cosmetics Program (CSCP) Product Database
    (±)-1,7,7-trimethyl-3-[(4-methylphenyl)methylene]bicyclo[2.2.1]heptan-2-one
    https://www.cdph.ca.gov/Programs/CCDPHP/DEODC/OHB/CSCP/Pages/About-CSCP.aspx
    (±)-1,7,7-trimethyl-3-[(4-methylphenyl)methylene]bicyclo[2.2.1]heptan-2-one (covering any of the individual isomers and/or combinations thereof (4-MBC); 4-Methylbenzylidene Camphor (4-MBC))
    https://cscpsearch.cdph.ca.gov/search/detailresult/4297
  7. Japan Chemical Substance Dictionary (Nikkaji)
  8. PubChem
  9. Medical Subject Headings (MeSH)
    LICENSE
    Works produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.
    https://www.nlm.nih.gov/copyright.html
  10. GHS Classification (UNECE)
CONTENTS