Propionic Anhydride
Structural Formula Vector Image
Title: Propionic Anhydride
CAS Registry Number: 123-62-6
CAS Name: Propanoic acid anhydride
Additional Names: propanoic anhydride; methylacetic anhydride
Molecular Formula: C6H10O3
Molecular Weight: 130.14
Percent Composition: C 55.37%, H 7.75%, O 36.88%
Line Formula: (CH3CH2CO)2O
Literature References: Obtained by dehydration of the acid or by carbonylation of its esters: Reppe, Friederich, US 2730546 (1956 to Badische Anilin- & Soda-Fabrik); from propionaldehyde by air oxidation in the presence of cobalt and copper acetate catalysts: McFarlane, US 2491572 (1949 to Celanese). Other syntheses, e.g., from ethanol and carbon monoxide. Toxicity study: H. F. Smyth et al., Arch. Ind. Hyg. Occup. Med. 10, 61 (1954).
Properties: Liquid. Odor more pungent than that of the acid. d40 1.0336; d415 1.0169; d420 1.0125; d440 0.98974; d450 0.97913. 8.4 lbs/gal at 20°. mp -45°. bp760 167.0°; bp400 146.0°; bp200 127.8°; bp100 107.2°; bp60 94.5°; bp40 85.6°; bp20 70.4°; bp10 57.7°; bp5 45.3°; bp1.0 20.6°. Flash pt, open cup: 165°F (74°C). nD17 1.4041; nD20 1.4038. Viscosity (cP): 1.144 at 20°; 0.978 at 30°; 0.853 at 40°; 0.7511 at 50°. Dec by water. Sol in methanol, ethanol, ether, chloroform. LD50 orally in rats: 2.36 g/kg (Smyth).
Melting point: mp -45°
Boiling point: bp760 167.0°; bp400 146.0°; bp200 127.8°; bp100 107.2°; bp60 94.5°; bp40 85.6°; bp20 70.4°; bp10 57.7°; bp5 45.3°; bp1.0 20.6°
Flash point: Flash pt, open cup: 165°F (74°C)
Index of refraction: nD17 1.4041; nD20 1.4038
Density: d40 1.0336; d415 1.0169; d420 1.0125; d440 0.98974; d450 0.97913; 8.4 lbs/gal at 20°
Toxicity data: LD50 orally in rats: 2.36 g/kg (Smyth)
Use: Esterifying agent for certain perfume oils, fats, oils, and especially cellulose. In the production of alkyd resins, dyestuffs and drugs. Has been used as a dehydrating agent in some sulfonations and nitrations.

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