Common Name2-methylbutan-2-ol
Description2-Methyl-2-butanol, also known as t-amyl alcohol (TAA) or amylene hydrate, 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 has been detected, but not quantified, in several different foods, such as red bell peppers, pepper (c. annuum), fruits, yellow bell peppers, and orange bell peppers. This could make 2-methyl-2-butanol a potential biomarker for the consumption of these foods. In 1930's TAA was mainly used as a solvent for tribromoethanol (TBE), forming Avertin at a 0.5:1 volume ratio of TAA to TBE. When ingested, the effects of TAA may begin in about 30 minutes and can last up to 2 days. The oral LD50 in rats is 1 g/kg.
Structure
Molecular FormulaC5H12O
Average Mass88.14820
Monoisotopic Mass88.08882
IUPAC Name2-methylbutan-2-ol
Traditional Name2-methyl-2-butanol
CAS Registry Number75-85-4
SMILESCCC(C)(C)O
InChI IdentifierInChI=1S/C5H12O/c1-4-5(2,3)6/h6H,4H2,1-3H3
InChI KeyMSXVEPNJUHWQHW-UHFFFAOYSA-N
CHEBI IDCHEBI:132750
HMDB IDHMDB0033772
StateNot Available
Water Solubility5.58e+01 g/l
logP1.19
logS-0.20
pKa (Strongest Acidic)18.54
pKa (Strongest Basic)-1.25
Hydrogen Acceptor Count1
Hydrogen Donor Count1
Polar Surface Area20.23 Ų
Rotatable Bond Count1
Physiological Charge0
Formal Charge0
Refractivity26.59 m³·mol⁻¹
Polarizability10.83

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