1536. sec-Butyl Acetate

Nomenclature

CAS number: 105-46-4
Acetic acid 1-methylpropyl ester; acetic acid sec-butyl ester.
C6H12O2; mol wt 116.16.
C 62.04%, H 10.41%, O 27.55%.

Description and references

Prepd from sec-butanol and acetic anhydride: R. Altschul, J. Am. Chem. Soc. 68, 2605 (1946). Prepn of d- and l-form: J. Kenyon et al., J. Chem. Soc. 1935, 1072. Manuf: Faith, Keyes & Clark's Industrial Chemicals, F. A. Lowenheim, M. K. Moran, Eds. (Wiley-Interscience, New York, 4th ed., 1975) pp 171-177.

Chemical structure

Derivative

dl-Form.

Properties

Liquid. d27 0.865. bp761 111-111.5°. nD27 1.3848. Flash pt, open cup: 88°F (31°C). Slightly sol in water; sol in alcohol, ether.

Derivative

d-Form.

Nomenclature

CAS number: 66610-38-6
Acetic acid (1S)-1-methylpropyl ester.

Properties

[α]546.118 +10.52° (neat).

Derivative

l-Form.

Nomenclature

CAS number: 54657-08-8
Acetic acid (1R)-1-methylpropyl ester.

Properties

Liquid, bp 116-117°. d419 0.873. [α]546.119 -20.19° (neat). [α]546.119 -18.86° (c = 5.046 in ethanol). nD18 1.3899.

Caution

Potential symptoms of overexposure are irritation of eyes; headache; drowsiness; narcosis; dryness of upper respiratory system and skin. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 38.