Organic Syntheses by Unknown
page 36 of 106 (33%)
page 36 of 106 (33%)
|
3. Other Methods of Preparation
The following methods of preparing dichlorohydrin are described in the literature: the action of gaseous hydrogen chloride on glycerol;[1b] the action of gaseous hydrogen chloride on glycerol mixed with an equal volume of acetic acid;[2] the action of hydrogen chloride gas on glycerol containing 1-2 per cent of some organic acid, as acetic, as a catalyst;[3] the action of aqueous solution of hydrochloric acid on glycerol containing acetic acid as a catalyst;[4] the action of sulfur monochloride on glycerol.[5] The previous work, described in the literature, indicated that the best yields were obtained by the treatment of glycerol containing 1-2 per cent of acetic acid as a catalyst by gaseous hydrogen chloride. Therefore this method was employed. [1a] J. Am. Chem. Soc. 39, 2187 (1917) [1b] Ann. 88, 311 (1853); Ann. chim. phys. (3) 41, 297 (1854); (6), 22, 437 (1891); Bull. soc. chim. (2), 48, 237 (1887); Z. physik. Chem. 92, 717 (1918); 93, 59 (1919); 94, 691 (1920); D. R P. 263,106; 272,337; Frdl. 11, 33 (1912). [2] Ann. Spl. 1, 2I8 (1861); Ann. chim. phys. (3) 60, 18 (1860). [3] D. R. P. 197,308; Frdl. 9, 33 (1908). [4] D. R. P. 197,309; Frdl. 9, 33 (1903). |
|