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Showing Compound 2,6-Di-tert-butyl-4-methylphenol (FDB011992)

Record Information
Version1.0
Creation date2010-04-08 22:09:56 UTC
Update date2019-11-26 03:05:53 UTC
Primary IDFDB011992
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2,6-Di-tert-butyl-4-methylphenol
DescriptionAntioxidant, used in cosmetics, foods and pharmaceuticals Butylated hydroxytoluene (BHT), also known as butylhydroxytoluene, is a lipophilic (fat-soluble) organic compound that is primarily used as an antioxidant food additive (E number E321) as well as an antioxidant additive in cosmetics, pharmaceuticals, jet fuels, rubber, petroleum products, electrical transformer oil, and embalming fluid. 2,6-Di-tert-butyl-4-methylphenol is found in soft-necked garlic.
CAS Number128-37-0
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
2,6-Bis(1,1-dimethylethyl)-4-methylphenolChEBI
2,6-Di-t-butyl-4-methylphenolChEBI
2,6-Di-tert-butyl-1-hydroxy-4-methylbenzeneChEBI
2,6-Di-tert-butyl-4-cresolChEBI
2,6-Di-tert-butyl-p-cresolChEBI
BHTChEBI
Butylated hydroxytolueneChEBI
ButylhydroxytolueneChEBI
2,6 Di t butyl 4 methylphenolMeSH
2,6 Di tert butyl 4 methylphenolMeSH
2,6 Di tert butyl p cresolMeSH
4 Methyl 2,6 ditertbutylphenolMeSH
4-Methyl-2,6-ditertbutylphenolMeSH
Di tert butyl methylphenolMeSH
DibunolMeSH
Hydroxytoluene, butylatedMeSH
IonolMeSH
Ionol (BHT)MeSH
Di-tert-butyl-methylphenolMeSH
2,6-Bis(1,1-dimethylethyl)-4-methylphenol, 9ciHMDB
2,6-Di-tert-butyl-P-cresol, 8ciHMDB
Butyl hydroxy tolueneHMDB
e321HMDB
FEMA 2184HMDB
PopolHMDB
2,6-Bis(tert-butyl)-4-methylphenolHMDB
2,6-Di(tert-butyl)hydroxytolueneHMDB
2,6-Di-tert-butyl-4-hydroxytolueneHMDB
2,6-Di-tert-butyl-4-methyl phenolHMDB
2,6-Di-tert-butyl-4-methyl-1-hydroxybenzeneHMDB
2,6-Di-tert-butyl-4-methylhydroxybenzeneHMDB
2,6-Di-tert-butyl-4-methylphenolHMDB
2,6-Di-tert-butyl-p-cresoleHMDB
2,6-Di-tert-butyl-p-methylphenolHMDB
2,6-Di-tert-butylcresolHMDB
2,6-Di-tert-butylmethylphenolHMDB
2,6-Ditertbutyl paracresolHMDB
2,6-tert-Butyl-4-methylphenolHMDB
3,5-Bis(1,1-dimethylethyl)-4-hydroxytolueneHMDB
3,5-Di-tert-butyl-4-hydroxytolueneHMDB
3,5-Di-tert-butyl-p-hydroxytolueneHMDB
4-Hydroxy-3,5-di-tert-butyltolueneHMDB
4-Methyl-2,6-bis(1,1-dimethylethyl)phenolHMDB
4-Methyl-2,6-di-tert-butylphenolHMDB
4-Methyl-2,6-ditertbutyl phenolHMDB
Di-tert-Butyl-4-methylphenolHMDB
Di-tert-butyl-p-cresolHMDB
Di-tert-butylcresolHMDB
Dibutyl paracresolHMDB
Dibutylated hydroxytolueneHMDB
DibutylcresolHMDB
DibutylhydroxytolueneHMDB
o-Di-tert-butyl-p-methylphenolHMDB
2,6-Bis(1,1-dimethylethyl)-4-methylphenol, 9CIdb_source
2,6-Di-tert-butyl-P-cresolChEBI
2,6-Di-tert-butyl-p-cresol, 8CIdb_source
E321db_source
Predicted Properties
PropertyValueSource
Water Solubility0.015 g/LALOGPS
logP5.25ALOGPS
logP5.27ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)11.6ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity70.41 m³·mol⁻¹ChemAxon
Polarizability27.35 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H24O
IUPAC name2,6-di-tert-butyl-4-methylphenol
InChI IdentifierInChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3
InChI KeyNLZUEZXRPGMBCV-UHFFFAOYSA-N
Isomeric SMILESCC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C
Average Molecular Weight220.3505
Monoisotopic Molecular Weight220.18271539
Classification
Description Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • P-cresol
  • Toluene
  • Phenol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 81.76%; H 10.98%; O 7.26%DFC
Melting PointMp 71°DFC
Boiling PointBp 265°DFC
Experimental Water Solubility0.0006 mg/mL at 25 oCINUI,H et al. (1979A)
Experimental logP5.10TSCATS
Experimental pKa12.2
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-7790000000-b645e922d4fa7b593cbc2014-09-20View Spectrum
GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, GC-MS Spectrumsplash10-0a4i-2190000000-9fbadde6214d71846540Spectrum
GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, GC-MS Spectrumsplash10-0a4i-7490000000-b8f13a22c093b1883667Spectrum
GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, GC-MS Spectrumsplash10-0a4i-8590000000-bb65eb9156b08a98eb13Spectrum
GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, GC-MS Spectrumsplash10-0a4i-4490000000-a19c5b42b06567024d6fSpectrum
GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, GC-MS Spectrumsplash10-0a4i-3490000000-ddeff8b438c2941c327eSpectrum
GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, GC-MS Spectrumsplash10-0a4i-2190000000-9fbadde6214d71846540Spectrum
GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, GC-MS Spectrumsplash10-0a4i-7490000000-b8f13a22c093b1883667Spectrum
GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, GC-MS Spectrumsplash10-0a4i-8590000000-bb65eb9156b08a98eb13Spectrum
GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, GC-MS Spectrumsplash10-0a4i-4490000000-a19c5b42b06567024d6fSpectrum
GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, GC-MS Spectrumsplash10-0a4i-3490000000-ddeff8b438c2941c327eSpectrum
Predicted GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-4890000000-937a0d7c9f6bc6884917Spectrum
Predicted GC-MS2,6-Di-tert-butyl-4-methylphenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00fr-3190000000-b316f5f5da9b2ca1a836Spectrum
Predicted GC-MS2,6-Di-tert-butyl-4-methylphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0gb9-0090000000-beb559334e11b52a6a6b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-32399a5e228ba02e4e322021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-014i-0090000000-b36ce28bdef9bd2f364b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0fr6-5090000000-217bda984af47583c3112021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-03di-0920000000-05e50a2a2ff3734570542021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-03di-0900000000-2cc85cec8e88b993179f2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-001i-0900000000-3062a57022e6dc3200a32021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-03di-0900000000-7cfc05798b5e4aee58742021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-f5adfac3bff91424bb5a2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1490000000-16fb4ab4552b3f6dc2d22016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ab9-3920000000-413f3c2e53c1dfbc97f22016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-361c47d317a34fbbf4032016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0090000000-27b24d01f4d65ae3d8ff2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0970000000-c5d8c2d3517a4486f6c22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-4af4c4ee1c4acef7e18b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0090000000-4af4c4ee1c4acef7e18b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f7a-0950000000-311825055cfa82a1e8702021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0avi-0930000000-c53bfeff3f15a3ffd9312021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-7910000000-9e7b8280fd5866b2aa5c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9100000000-430b6d18363b022950502021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
ChemSpider ID13835296
ChEMBL IDCHEMBL146
KEGG Compound IDC14693
Pubchem Compound ID31404
Pubchem Substance IDNot Available
ChEBI ID34247
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33826
CRC / DFC (Dictionary of Food Compounds) IDHCH42-H:HCH42-H
EAFUS ID399
Dr. Duke IDIONOL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1029651
SuperScent ID31404
Wikipedia IDButylated_hydroxytoluene
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
vanilla
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
musty
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
camphor
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).