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4-sec-Butyl-2,6-di-tert-butylphenol

PubChem CID
86583
Structure
4-sec-Butyl-2,6-di-tert-butylphenol_small.png
4-sec-Butyl-2,6-di-tert-butylphenol_3D_Structure.png
Molecular Formula
Synonyms
  • 4-sec-Butyl-2,6-di-tert-butylphenol
  • 17540-75-9
  • 2,6-Di-tert-butyl-4-sec-butylphenol
  • 4-(sec-Butyl)-2,6-di-tert-butylphenol
  • Phenol, 2,6-bis(1,1-dimethylethyl)-4-(1-methylpropyl)-
Molecular Weight
262.4 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
  • Create:
    2005-03-26
  • Modify:
    2025-01-18

1 Structures

1.1 2D Structure

Chemical Structure Depiction
4-sec-Butyl-2,6-di-tert-butylphenol.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-butan-2-yl-2,6-ditert-butylphenol
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)

2.1.2 InChI

InChI=1S/C18H30O/c1-9-12(2)13-10-14(17(3,4)5)16(19)15(11-13)18(6,7)8/h10-12,19H,9H2,1-8H3
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

2.1.3 InChIKey

BFZOTKYPSZSDEV-UHFFFAOYSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

2.1.4 SMILES

CCC(C)C1=CC(=C(C(=C1)C(C)(C)C)O)C(C)(C)C
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C18H30O
Computed by PubChem 2.2 (PubChem release 2021.10.14)

2.3 Other Identifiers

2.3.1 CAS

17540-75-9

2.3.2 European Community (EC) Number

2.3.3 UNII

2.3.4 ChEMBL ID

2.3.5 DSSTox Substance ID

2.3.6 Nikkaji Number

2.3.7 NSC Number

2.3.8 Wikidata

2.4 Synonyms

2.4.1 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
262.4 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
6.6
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
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
262.229665576 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
262.229665576 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
20.2 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
257
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
1
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
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

Liquid

3.3 Chemical Classes

3.3.1 Endocrine Disruptors

Potential endocrine disrupting compound
S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198

4 Spectral Information

4.1 1D NMR Spectra

4.1.1 1H NMR Spectra

Source of Spectrum
Sigma-Aldrich Co. LLC.
Source of Sample
Sigma-Aldrich Co. LLC.
Catalog Number
372110
Copyright
Copyright © 2021-2024 Sigma-Aldrich Co. LLC. - Database Compilation Copyright © 2021 John Wiley & Sons, Inc. All Rights Reserved.
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4.1.2 13C NMR Spectra

1 of 2
Copyright
Copyright © 2016-2024 W. Robien, Inst. of Org. Chem., Univ. of Vienna. All Rights Reserved.
Thumbnail
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2 of 2
Source of Spectrum
Sigma-Aldrich Co. LLC.
Source of Sample
Sigma-Aldrich Co. LLC.
Catalog Number
372110
Copyright
Copyright © 2021-2024 Sigma-Aldrich Co. LLC. - Database Compilation Copyright © 2021 John Wiley & Sons, Inc. All Rights Reserved.
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4.2 Mass Spectrometry

4.2.1 GC-MS

NIST Number
236319
Library
Main library
Total Peaks
160
m/z Top Peak
233
m/z 2nd Highest
247
m/z 3rd Highest
57
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4.3 IR Spectra

4.3.1 FTIR Spectra

1 of 2
Instrument Name
PERKIN-ELMER 1710
Technique
NEAT
Source of Sample
R. T. Vanderbilt Company, Inc., Norwalk, Connecticut
Copyright
Copyright © 1980, 1981-2024 John Wiley & Sons, Inc. All Rights Reserved.
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2 of 2
Technique
BETWEEN SALTS
Source of Sample
Schenectady Chemicals, Inc.
Copyright
Copyright © 1980, 1981-2024 John Wiley & Sons, Inc. All Rights Reserved.
Thumbnail
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4.3.2 ATR-IR Spectra

Source of Sample
Aldrich
Catalog Number
372110
Copyright
Copyright © 2018-2024 Sigma-Aldrich Co. LLC. - Database Compilation Copyright © 2018-2024 John Wiley & Sons, Inc. All Rights Reserved.
Thumbnail
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6 Chemical Vendors

7 Use and Manufacturing

7.1 Uses

7.1.1 Industry Uses

Processing aids, not otherwise listed

7.2 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

7.3 General Manufacturing Information

Industry Processing Sectors
  • Petrochemical Manufacturing
  • Plastics Material and Resin Manufacturing
  • Adhesive Manufacturing
EPA TSCA Commercial Activity Status
Phenol, 2,6-bis(1,1-dimethylethyl)-4-(1-methylpropyl)-: ACTIVE

8 Safety and Hazards

8.1 Hazards Identification

8.1.1 GHS Classification

1 of 3
View All
Note
Pictograms displayed are for 80% (292 of 365) of reports that indicate hazard statements. This chemical does not meet GHS hazard criteria for 20% (73 of 365) of reports.
Pictogram(s)
Irritant
Environmental Hazard
Signal
Warning
GHS Hazard Statements

H315 (58.1%): Causes skin irritation [Warning Skin corrosion/irritation]

H317 (24.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]

H319 (17.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H335 (17.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

H400 (56.4%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

H410 (62.7%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statement Codes

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, 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 365 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria per 73 of 365 reports by companies. For more detailed information, please visit ECHA C&L website.

There are 12 notifications provided by 292 of 365 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.

8.1.2 Hazard Classes and Categories

Skin Irrit. 2 (58.1%)

Skin Sens. 1B (24.7%)

Eye Irrit. 2 (17.8%)

STOT SE 3 (17.5%)

Aquatic Acute 1 (56.4%)

Aquatic Chronic 1 (62.7%)

Specific target organ toxicity - Repeated exposure - Category 2 (liver, blood coagulation system)

8.2 Regulatory Information

The Australian Inventory of Industrial Chemicals
Chemical: Phenol, 2,6-bis(1,1-dimethylethyl)-4-(1-methylpropyl)-
California Safe Cosmetics Program (CSCP) Reportable Ingredient

Hazard Traits - Bioaccumulation; Environmental Persistence

Authoritative List - Canada PBiTs

Report - if used as a fragrance or flavor ingredient

REACH Registered Substance
New Zealand EPA Inventory of Chemical Status
2,6-Bis(1,1-dimethylethyl)-4-(1-methylpropyl)phenol: Does not have an individual approval but may be used under an appropriate group standard

8.3 Other Safety Information

Chemical Assessment
IMAP assessments - Phenol, 2,6-bis(1,1-dimethylethyl)-4-(1-methylpropyl)-: Human health tier I assessment

9 Literature

9.1 Consolidated References

9.2 Springer Nature References

9.3 Chemical Co-Occurrences in Literature

9.4 Chemical-Disease Co-Occurrences in Literature

10 Patents

10.1 Depositor-Supplied Patent Identifiers

10.2 WIPO PATENTSCOPE

10.3 Chemical Co-Occurrences in Patents

10.4 Chemical-Disease Co-Occurrences in Patents

10.5 Chemical-Gene Co-Occurrences in Patents

11 Biological Test Results

11.1 BioAssay Results

12 Taxonomy

13 Classification

13.1 ChemIDplus

13.2 UN GHS Classification

13.3 NORMAN Suspect List Exchange Classification

13.4 EPA DSSTox Classification

13.5 EPA TSCA and CDR Classification

13.6 EPA Substance Registry Services Tree

13.7 MolGenie Organic Chemistry Ontology

14 Information Sources

  1. Australian Industrial Chemicals Introduction Scheme (AICIS)
    Phenol, 2,6-bis(1,1-dimethylethyl)-4-(1-methylpropyl)-
    https://services.industrialchemicals.gov.au/search-assessments/
    Phenol, 2,6-bis(1,1-dimethylethyl)-4-(1-methylpropyl)-
    https://services.industrialchemicals.gov.au/search-inventory/
  2. CAS Common Chemistry
    LICENSE
    The data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.
    https://creativecommons.org/licenses/by-nc/4.0/
  3. ChemIDplus
    ChemIDplus Chemical Information Classification
    https://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
  4. DTP/NCI
    LICENSE
    Unless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.
    https://www.cancer.gov/policies/copyright-reuse
  5. EPA Chemical Data Reporting (CDR)
    LICENSE
    The U.S. Government retains a nonexclusive, royalty-free license to publish or reproduce these documents, or allow others to do so, for U.S. Government purposes. These documents may be freely distributed and used for non-commercial, scientific and educational purposes.
    https://www.epa.gov/web-policies-and-procedures/epa-disclaimers#copyright
    Phenol, 2,6-bis(1,1-dimethylethyl)-4-(1-methylpropyl)-
    https://www.epa.gov/chemical-data-reporting
  6. EPA Chemicals under the TSCA
    Phenol, 2,6-bis(1,1-dimethylethyl)-4-(1-methylpropyl)-
    https://www.epa.gov/chemicals-under-tsca
    EPA TSCA Classification
    https://www.epa.gov/tsca-inventory
  7. EPA DSSTox
    4-(Butan-2-yl)-2,6-di-tert-butylphenol
    https://comptox.epa.gov/dashboard/DTXSID8029315
    CompTox Chemicals Dashboard Chemical Lists
    https://comptox.epa.gov/dashboard/chemical-lists/
  8. 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
    4-sec-butyl-2,6-di-tert-butylphenol
    https://chem.echa.europa.eu/100.037.742
  9. FDA Global Substance Registration System (GSRS)
    LICENSE
    Unless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.
    https://www.fda.gov/about-fda/about-website/website-policies#linking
  10. 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/
  11. California Safe Cosmetics Program (CSCP) Product Database
    Phenol, 2,6-bis(1,1-dimethylethyl)-4-(1-methylpropyl)-
    https://www.cdph.ca.gov/Programs/CCDPHP/DEODC/OHB/CSCP/Pages/About-CSCP.aspx
  12. ChEMBL
    LICENSE
    Access to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).
    http://www.ebi.ac.uk/Information/termsofuse.html
  13. NITE-CMC
    4-sec-Butyl-2,6-di-tert-butylphenol - FY2016 (New/original classication)
    https://www.chem-info.nite.go.jp/chem/english/ghs/16-meti-0004e.html
    4-sec-Butyl-2,6-di-tert-butylphenol - FY2023 (Revised classification)
    https://www.chem-info.nite.go.jp/chem/english/ghs/23-jniosh-2100e.html
  14. Japan Chemical Substance Dictionary (Nikkaji)
  15. KNApSAcK Species-Metabolite Database
  16. NIST Mass Spectrometry Data Center
    LICENSE
    Data covered by the Standard Reference Data Act of 1968 as amended.
    https://www.nist.gov/srd/public-law
    Phenol, 2,6-bis(1,1-dimethylethyl)-4-(1-methylpropyl)-
    http://www.nist.gov/srd/nist1a.cfm
  17. NORMAN Suspect List Exchange
    LICENSE
    Data: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0
    https://creativecommons.org/licenses/by/4.0/
    NORMAN Suspect List Exchange Classification
    https://www.norman-network.com/nds/SLE/
  18. SpectraBase
    4-butan-2-yl-2,6-ditert-butylphenol
    https://spectrabase.com/spectrum/6GyFKA7WwdX
    4-sec-Butyl-2,6-di-tert-butylphenol
    https://spectrabase.com/spectrum/DPILlHHli0z
    2,6-DI-tert-BUTYL-4-sec-BUTYLPHENOL
    https://spectrabase.com/spectrum/7Tjs9NmCkEK
    4-sec-Butyl-2,6-di-tert-butylphenol
    https://spectrabase.com/spectrum/G7DBhimmYld
    4-sec-Butyl-2,6-di-tert-butylphenol
    https://spectrabase.com/spectrum/8hQ7ZVadhUh
  19. Springer Nature
  20. Wikidata
    4-sec-butyl-2,6-di-tert-butylphenol
    https://www.wikidata.org/wiki/Q27290486
  21. PubChem
  22. GHS Classification (UNECE)
  23. EPA Substance Registry Services
  24. MolGenie
    MolGenie Organic Chemistry Ontology
    https://github.com/MolGenie/ontology/
  25. PATENTSCOPE (WIPO)
CONTENTS