alpha-Acetylbutyrolactone

Title: a-Acetylbutyrolactone
CAS Registry Number: 517-23-7
CAS Name: 3-Acetyldihydro-2(3H)-furanone
Additional Names: a-(2-hydroxyethyl)acetoacetic acid g-lactone; a-acetyl-g-hydroxybutyric acid g-lactone; a-acetobutyrolactone
Molecular Formula: C6H8O3
Molecular Weight: 128.13
Percent Composition: C 56.24%, H 6.29%, O 37.46%
Literature References: Prepn from sodium acetoacetate and ethylene oxide in abs alcohol: Knunyantz et al., Compt. Rend. Acad. Sci. (U.R.S.S.) [N.S.] 1, 312 (1934), C.A. 28, 4383 (1934); Feofilaktov, Onishchenko, J. Gen. Chem. USSR 9, 304 (1939), C.A. 34, 378 (1940); Forman; Johnson, US 2397134 and US 2443827 (1946, 1948 both to U.S. Industrial Chemicals).
Properties: Liquid; ester-like odor. Soly in water: 20% v/v; soly of water in lactone: 12% v/v. d420 1.1846; d2020 1.185-1.189; bp30 142-143°; bp18 130-132°; bp5 107-108°. nD20 1.4562 (Knunyantz); nD20 1.4590 (Feofilaktov). Acquires a blue to bluish-purple color when in contact with iron.
Boiling point: bp30 142-143°; bp18 130-132°; bp5 107-108°
Index of refraction: nD20 1.4562 (Knunyantz); nD20 1.4590 (Feofilaktov)
Density: d420 1.1846; d2020 1.185-1.189
CAUTION: Irritating to skin, mucous membranes.
Use: In synthesis of 3,4-disubstituted pyridines; of 5-(b-hydroxethyl)-4-methylthiazole.
alpha-Aminoadipic Acid alpha-Aminobutyric Acid alpha-Aminoisobutyric Acid alpha-Aminopyridine alpha-Amyrin