Trichloroacetaldehyde
Title: Trichloroacetaldehyde
CAS Registry Number: 75-87-6
Additional Names: Chloral; anhydr chloral
Molecular Formula: C2HCl3O
Molecular Weight: 147.39
Percent Composition: C 16.30%, H 0.68%, Cl 72.16%, O 10.86%
Line Formula: Cl3CCHO
Literature References: Prepn by chlorinating alcohol, treating with H2SO4 and then distilling: Liebig, Ann. 1, 189 (1832); Personne, J. Pharm. Chim. [4] 10, 350 (1869); 11, 205 (1870); Brochet, Bull. Soc. Chim. Fr. [3] 17, 228 (1897); Ann. Chim. [7] 10, 332 (1897); Trillat, Bull. Soc. Chim. Fr. [3] 17, 230 (1897); Besson, DE 133021 (1902); Chem. Zentralbl. 1902, II, 553; Ohse, DE 734723 (1943), C.A. 38, 3671 (1944). Prepn by chlorination of a mixture of alcohol and acetaldehyde: Société d'Electrochimie, FR 612396; Chim. Ind. (Paris) 21, 567 (1929). Prepn from chloral hydrate by azeotropic distn: Mahoney, Pierson, US 2584036 (1952 to Merck & Co.). From hypochlorous acid and trichloroethylene: Stevens et al., US 2759978 (1956 to Columbia-Southern). In the laboratory anhydr chloral may be quickly obtained by shaking pharmaceutical grade chloral hydrate with concd H2SO4, separating the two layers, and distilling: cf. Gattermann, Wieland, Praxis des Organischen Chemikers (de Gruyter, Berlin, 40th ed., 1961) p 334. See also Chloral Hydrate.
Properties: Oily liquid. Pungent, irritating odor; d420 1.510; d425 1.5050. mp -57.5°. bp760 97.8°. nD20 1.45572; nHe21.4 1.45412. Freely sol in water forming chloral hydrate. Sol in alcohol forming chloral alcoholate; sol in ether. Polymerizes under the influence of light and in presence of sulfuric acid forming a white solid trimer called metachloral.
Melting point: mp -57.5°
Boiling point: bp760 97.8°
Index of refraction: nD20 1.45572; nHe21.4 1.45412
Density: d420 1.510; d425 1.5050
Use: Manuf chloral hydrate, DDT.

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