t-Butanol

Other Names:

t-BuOH

t-Butyl alcohol

tert-Butanol

tert-Butyl alcohol

2-Methyl-2-propanol

General Information:

Structure:

CAS Number: 75-65-0

Molecular Weight: 74.12 g/mol

Appearance: Colorless liquid

Chemical Formula: (CH3)3COH

Melting Point: 25-26 C

Boiling Point: 82-83 C

Density: 0.775 g/mL

Acidity (pKa): 16.54

t-Butanol exists in a lab environment as either a liquid or solid, depending on the ambient temperature. It finds use generally as a solvent for certain reactions, and occasionally as a reagent, as in Curtius rearrangements, for example.

Common Uses:

Reagent/solvent for Curtius rearrangement reactions that form Boc protected products

Procedure excerpt:

DPPA (642 mg, 2.34 mmol) and TEA (236 mg, 2.34 mmol) were added to a solution of the SM (300 mg, 2.34 mmol) in t-BuOH (10 mL) at 50 C. The reaction mixture was . . .

[full procedure]

Solvent for reactions

Procedure excerpt:

To the aryl chloride (A) (1.0 g, 4.21 mmol) and the alcohol (B) (1.77 g, 17.5 mmol) in t-BuOH (25 mL) was added NaOt-Bu (1.64 g, 16.9 mmol). The resulting mixture . . .

[full procedure]

Safety:

t-Butanol is a flammable liquid.

References:

1) Patent Reference: WO2015089337, page 151, (17.5 MB)

2) Patent Reference: WO2010038081, page 202, (33.8 MB)

3) Wikipedia: tert-Butyl alcohol (link)

4) www.sigmaaldrich.com: tert-Butanol (link)

5) www.alfa.com: L12338 tert-Butyl alcohol, 99% (link)