Chloroacetic Anhydride
Title: Chloroacetic Anhydride
CAS Registry Number: 541-88-8
CAS Name: Chloroacetic acid anhydride
Additional Names: monochloroacetic acid anhydride; sym-dichloroacetic anhydride
Molecular Formula: C4H4Cl2O3
Molecular Weight: 170.98
Percent Composition: C 28.10%, H 2.36%, Cl 41.47%, O 28.07%
Line Formula: (ClCH2CO)2O
Literature References: Prepd by treating monochloroacetic acid in tetrahydrofuran with methoxyacetylene at 15° and distilling the mixture: Eglinton et al., J. Chem. Soc. 1954, 1860; by mixing monochloroacetic acid and HCN with 1,4-dioxane satd with HCl and fractionating the mixture: Krieble, Smellie, US 2390106 (1945); by heating chloroacetyl chloride with monochloroacetic acid in the presence of AlCl3: Strosacker, Schwegler, US 1713104 (1929 to Dow).
Properties: Prisms from benzene; d420 1.5494; mp 46°. bp760 203°; bp116 163°; bp62 149°; bp24 126°; bp10 109-110°; bp0.05 118-120°. Freely sol in ether, chloroform; slightly sol in benzene, practically insol in cold ligroin.
Melting point: mp 46°
Boiling point: bp760 203°; bp116 163°; bp62 149°; bp24 126°; bp10 109-110°; bp0.05 118-120°
Density: d420 1.5494
Use: In N-acetylation of amino acids in alkaline soln; prepn of cellulose chloroacetates.

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