2-Butanol

2-Butanol
IUPAC name	Butan-2-ol
Other names	2-Butanol sec-Butanol sec-Butyl alcohol
Identifiers
CAS number	78-92-2] (+): [4221-99-2] (-): [14898-79-4
SMILES	CC(O)CC
Properties
Molecular formula	C4H10O
Molar mass	74.12 g/mol
Density	0.808 g/cm³ at 20 °C
Melting point	-114.7 °C
Boiling point	94 °C
Hazards
NFPA 704	3 1 0
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references

2-Butanol, or sec-butanol, is a chemical compound with formula C₄H₁₀O. This secondary alcohol is a flammable, colorless liquid that is soluble in 12 parts water and completely miscible with polar organic solvent such as ethers and other alcohols.

[edit] Stereoisomers

2-Butanol is chiral and thus can be obtained as either of two stereoisomers designated as (R)-(−)-2-butanol and (S)-(+)-2-butanol. It is normally found as an equal mixture of the two stereoisomers — a racemic mixture.

(R)-(−)-2-butanol

(S)-(+)-2-butanol

[edit] Applications

2-Butanol is used as a solvent, as an intermediate in the manufacture of other chemicals (such as butanone), in industrial cleaners, and in paint removers. Many of the volatile esters of 2-butanol have pleasant aromas and are used as perfumes or in artificial flavors.

[edit] Manufacture

2-Butanol is manufactured industrially by the hydration of 1-butene or 2-butene:

C₄H₈ + H₂O → C₄H₁₀O

[edit] References

This article's citation style may be unclear. The references used may be clearer with a different or consistent style of citation, footnoting, or external linking. (September 2007)

• Merck Index, 11th Edition, 1541

[edit] External links

• MSDS for 2-butanol
• Hazardous Substance Fact Sheet