Record Information
Version1.0
Creation date2010-04-08 22:07:16 UTC
Update date2020-09-17 15:35:46 UTC
Primary IDFDB006719
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Methylpropan-2-ol
DescriptionTert-Butyl alcohol (TBA), also called tert-butanol or t-butanol, is the simplest tertiary alcohol, with a formula of (CH3)3COH (sometimes represented as t-BuOH). It is one of the four isomers of butanol. It is unique among the isomers of butanol because it tends to be a solid at room temperature, with a melting point slightly above 25 °C. It has a camphor-like odor and is miscible with water, ethanol and diethyl ether. tert-Butyl alcohol is derived commercially from isobutane as a coproduct of propylene oxide production. It can also be produced by the catalytic hydration of isobutylene, or by a Grignard reaction between acetone and methylmagnesium chloride. tert-Butyl alcohol is used as a solvent, ethanol denaturant, paint remover ingredient, and gasoline octane booster. tert-Butyl alcohol is found in guava and ginger and it has also been identified in beer and chickpeas.
CAS Number75-65-0
Structure
Thumb
Synonyms
SynonymSource
(CH3)3C-OHChEBI
1,1-DimethylethanolChEBI
t-ButanolChEBI
t-Butyl alchoholChEBI
t-ButylalkoholChEBI
Tert-butyl alcoholChEBI
TERTIARY-butyl alcoholChEBI
TrimethylcarbinolChEBI
TrimethylmethanolChEBI
2-Methyl N-propan-2-olHMDB
2-Methyl-2-propanolHMDB
Alcohol, tert-butylHMDB, MeSH
DimethylethanolHMDB
t-Butyl alcoholHMDB
t-Butyl hydroxideHMDB
Tert-butanolHMDB
Tert-butyl hydroxideHMDB
Tert-butylalcoholHMDB
Trimethyl carbinolHMDB
Trimethyl methanolHMDB
Trimethyl-methanolHMDB
Alcohol, tertiary-butylMeSH, HMDB
Tertiary butyl alcoholMeSH, HMDB
t ButanolMeSH, HMDB
Tert butanolMeSH, HMDB
Tert butyl alcoholMeSH, HMDB
2-Methyl n-propan-2-olbiospider
2-Methylpropan-2-olbiospider
2-Propanol, 2-methyl-biospider
Methanol, trimethyl-biospider
tert-Butanolbiospider
tert-Butyl alcoholbiospider
tert-Butyl hydroxidebiospider
tert-Butylalcoholbiospider
Predicted Properties
PropertyValueSource
Water Solubility154 g/LALOGPS
logP0.7ALOGPS
logP0.54ChemAxon
logS0.32ALOGPS
pKa (Strongest Acidic)18.09ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity22.07 m³·mol⁻¹ChemAxon
Polarizability8.94 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H10O
IUPAC name2-methylpropan-2-ol
InChI IdentifierInChI=1S/C4H10O/c1-4(2,3)5/h5H,1-3H3
InChI KeyDKGAVHZHDRPRBM-UHFFFAOYSA-N
Isomeric SMILESCC(C)(C)O
Average Molecular Weight74.1216
Monoisotopic Molecular Weight74.073164942
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 Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point25.4 oC
Boiling PointNot Available
Experimental Water Solubility1000 mg/mL at 25 oCRIDDICK,JA et al. (1986)
Experimental logP0.35HANSCH,C ET AL. (1995)
Experimental pKa19.2
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
GC-MS2-Methylpropan-2-ol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-71044e5a650abb3d5b60Spectrum
GC-MS2-Methylpropan-2-ol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-e1e141eb4262f5c1a3e6Spectrum
GC-MS2-Methylpropan-2-ol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-de7e1d9fd31a3d61613fSpectrum
GC-MS2-Methylpropan-2-ol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-6712497b9eeb1353c71aSpectrum
GC-MS2-Methylpropan-2-ol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-71044e5a650abb3d5b60Spectrum
GC-MS2-Methylpropan-2-ol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-e1e141eb4262f5c1a3e6Spectrum
GC-MS2-Methylpropan-2-ol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-de7e1d9fd31a3d61613fSpectrum
GC-MS2-Methylpropan-2-ol, non-derivatized, GC-MS Spectrumsplash10-0a4i-9000000000-6712497b9eeb1353c71aSpectrum
Predicted GC-MS2-Methylpropan-2-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-9000000000-65e69abee9404e664df2Spectrum
Predicted GC-MS2-Methylpropan-2-ol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9100000000-b73ffe3b2d82b1714dcbSpectrum
Predicted GC-MS2-Methylpropan-2-ol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-ca19c44f73a1dccab5a3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9000000000-ac023b2b1ce2ca5673a5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-5a545ef0bc2b130c379bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-3557c9b7b0b9398f2036Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-d61d5f6174998980c367Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-883fa142a5870653a624Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-2aeeb231544bed908c5fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-b0818591ffca1f29c3ecSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-53bfeec057cd9311150fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-4256cf8850659dacd159Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-4256cf8850659dacd159Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-9000000000-da8c30989484df97c2d3Spectrum
NMRNot Available
ChemSpider ID6146
ChEMBL IDCHEMBL16502
KEGG Compound IDNot Available
Pubchem Compound ID6386
Pubchem Substance IDNot Available
ChEBI ID45895
Phenol-Explorer IDNot Available
DrugBank IDDB03900
HMDB IDHMDB31456
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke ID2-METHYL-PROPAN-2-OL|TERT-BUTANOL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDTBU
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1047291
SuperScent IDNot Available
Wikipedia IDTert-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
Enzymes
NameGene NameUniProt ID
Ribonuclease pancreaticRNASE1P07998
Triosephosphate isomeraseTPI1P60174
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
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).