Unusual reaction of chloroacetyl chloride with 1, 2-dichloroethene. Synthesis and properties of 2-chlorovinyl dichloromethyl ketone

GV Bozhenkov, VA Savosik, EV Rudyakova…

Index: Bozhenkov; Savosik; Rudyakova; Khan', Kha Kuok; Albanov; Klyba; Mirskova; Levkovskaya Russian Journal of Organic Chemistry, 2008 , vol. 44, # 12 p. 1745 - 1751

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Citation Number: 6

Abstract

Abstract The reaction of chloroacetyl chloride with 1, 2-dichloroethene in the presence of AlCl 3 unexpectedly led to the formation of (E)-1, 1, 4-trichlorobut-3-en-2-one whose structure was proved by 1 H and 13 C NMR, IR, and mass spectra and independent synthesis. A probable reaction scheme was proposed, which involves transformation of initially formed 1, 2, 4-trichloro-3-oxobutan-2-yl cation by the action of AlCl 3. The high ...