Record Information
Version1.0
Creation date2010-04-08 22:09:54 UTC
Update date2019-11-26 03:05:44 UTC
Primary IDFDB011925
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Methyl-2-butanol
Description2-Methyl-2-butanol, also known as t-amyl alcohol or 2m2b, belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). 2-Methyl-2-butanol is a pungent tasting compound. 2-Methyl-2-butanol is found, on average, in the highest concentration within grape wine. 2-Methyl-2-butanol has also been detected, but not quantified in, several different foods, such as evergreen blackberries (Rubus laciniatus), orange bell peppers (Capsicum annuum), blackberries (Rubus), green bell peppers (Capsicum annuum), and celeriacs (Apium graveolens var. rapaceum). This could make 2-methyl-2-butanol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2-Methyl-2-butanol.
CAS Number75-85-4
Structure
Thumb
Synonyms
SynonymSource
1,1-Dimethyl-1-propanolChEBI
2m2bChEBI
3-Methylbutan-3-olChEBI
Amylene hydrateChEBI
Dimethyl ethyl carbinolChEBI
DimethylethylcarbinolChEBI
Ethyl dimethyl carbinolChEBI
EthyldimethylcarbinolChEBI
t-Amyl alcoholChEBI
t-Pentyl alcoholChEBI
Tert-amyl alcoholChEBI
Tert-isoamyl alcoholChEBI
Tert-pentanolChEBI
Tert-pentyl alcoholChEBI
Amylene hydric acidGenerator
Methyl butanolMeSH
Potassium t-amylateMeSH
2-BUTANOL,2-methylHMDB
2-Methyl butanol-2HMDB
2-Methyl-2-butanol (tert-amyl alcohol)HMDB
2-Methylbutan-2-olHMDB
3-Methyl-butanol-(3)HMDB
Amylalkohol, tertiaererHMDB
Amylene hydrate (NF)HMDB
Amylene hydrate, usanHMDB
Amylenum hydratumHMDB
C2H5C(CH3)2ohHMDB
Methyl-2 butanol-2HMDB
Methyl-3 butanol-3HMDB
Tert-N-amyl alcoholHMDB
2-Methyl-2-butanolChEBI
2-Butanol, 2-methyl-biospider
2-BUTANOL,2-METHYLbiospider
2-methyl-2-butanol (tert-amyl alcohol)biospider
Amylene hydrate [usan]biospider
Amylene hydrate, USANdb_source
C2H5C(CH3)2OHbiospider
T-amyl alcoholbiospider
T-pentyl alcoholbiospider
tert-Amyl alcoholdb_source
Tert-n-amyl alcoholbiospider
tert-Pentanoldb_source
tert-Pentyl alcoholdb_source
Predicted Properties
PropertyValueSource
Water Solubility55.8 g/LALOGPS
logP1.19ALOGPS
logP1.06ChemAxon
logS-0.2ALOGPS
pKa (Strongest Acidic)18.54ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity26.59 m³·mol⁻¹ChemAxon
Polarizability10.83 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H12O
IUPAC name2-methylbutan-2-ol
InChI IdentifierInChI=1S/C5H12O/c1-4-5(2,3)6/h6H,4H2,1-3H3
InChI KeyMSXVEPNJUHWQHW-UHFFFAOYSA-N
Isomeric SMILESCCC(C)(C)O
Average Molecular Weight88.1482
Monoisotopic Molecular Weight88.088815006
Classification
Description Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentTertiary alcohols
Alternative Parents
Substituents
  • Tertiary alcohol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 68.13%; H 13.72%; O 18.15%DFC
Melting PointMp -8.4°DFC
Boiling PointBp 102°DFC
Experimental Water Solubility110 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP0.89HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 0.81DFC
Refractive Indexn20D 1.4052DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-9000000000-fba7029fc9e5c16b1c5aSpectrum
GC-MS2-Methyl-2-butanol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-e28240c1ea5d94b4b4dfSpectrum
GC-MS2-Methyl-2-butanol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-0821ab0d9a052553bbfaSpectrum
GC-MS2-Methyl-2-butanol, non-derivatized, GC-MS Spectrumsplash10-0ab9-9000000000-0baeab474747cad02981Spectrum
GC-MS2-Methyl-2-butanol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-3c51f1bef3465a1ccd85Spectrum
GC-MS2-Methyl-2-butanol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-e28240c1ea5d94b4b4dfSpectrum
GC-MS2-Methyl-2-butanol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-0821ab0d9a052553bbfaSpectrum
GC-MS2-Methyl-2-butanol, non-derivatized, GC-MS Spectrumsplash10-0ab9-9000000000-0baeab474747cad02981Spectrum
GC-MS2-Methyl-2-butanol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-3c51f1bef3465a1ccd85Spectrum
Predicted GC-MS2-Methyl-2-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-9000000000-b0c96fb57bf5c113a09aSpectrum
Predicted GC-MS2-Methyl-2-butanol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00gv-9400000000-38d2291c57fca8c5dfa4Spectrum
Predicted GC-MS2-Methyl-2-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS2-Methyl-2-butanol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-abab8cea46d09ee5e424Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-4c7b7c0cee175989e99eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ab9-9000000000-b03ea02f6f2d6c01c0e9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-10f4bd33cb4e7b25cc01Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-9000000000-49967558d2d9251d79d6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0gi9-9000000000-ec91c528afd7d7b2e843Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-dd8f1f11d4928285c04eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9000000000-819d1a0b56c4e7c49375Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-059i-9000000000-579816bc0a5940a547cbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-c98a9be1afec8085ce80Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fu-9000000000-2525f4a12960cd90ea61Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-ef6b994ba6b711892a8aSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
ChemSpider ID6165
ChEMBL IDCHEMBL44658
KEGG Compound IDNot Available
Pubchem Compound ID6405
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33772
CRC / DFC (Dictionary of Food Compounds) IDHBV24-O:HBV24-O
EAFUS IDNot Available
Dr. Duke ID2-METHYL-BUTAN-2-OL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1046561
SuperScent IDNot Available
Wikipedia ID2-Methyl-2-butanol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
pungent
  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).