Synthesis of chloroacetic acids - Elf Atochem S.A.
Synthesis of Chloroacetic Acid Ludwig Gattermann The Practical Methods of Organic Chemistry (1903) HTML by Rhodium. Method A. Prepare a mixture of 13g red phosphorus and 143mL of glacial acetic acid in a 250mL RB flask. Connect a Claisen adapter to the flask; attach a reflux condenser to the side arm, and a thermometer adapter to the straight arm.Hydrochloric acid is produced, for example as a byproduct during the synthesis of chloroacetic acids, by reacting chlorine with acetic acid in the presence of acetic anhydride or of acetyl chloride. Such synthesis is described in Ullman's Encyclopaedia of Industrial Chemistry, 5th Edition, Vol.Chloroacetic acid is prepared industrially via two routes. The predominant method involves chlorination of acetic acid, with acetic anhydride as a catalyst. This route suffers from the production of dichloroacetic acid and trichloroacetic acid as impurities, which are difficult to separate by distillation.
Dichloroacetic acid is a stronger acid than chloroacetic acid because the two chlorine atoms inductively withdraw more electron density from the O—H group than a single chlorine atom. The p K a of dichloroacetic acid is therefore smaller than the p K a of chloroacetic acid.The chloroacetic acid synthesis can't be carried out safely and it won't be. I will not use chloroacetic acid in the synthesis. Since is now clear that the chloroacetic route is to be abandoned, what about the suggested reductive amination with glyoxylic acid? I understand that by reacting glyoxylic acid with ammonia the double bonded oxygen on.
Chloroacetic acid is a chlorocarboxylic acid that is acetic acid carrying a 2-chloro substituent. It has a role as an alkylating agent and a herbicide. It is a chlorocarboxylic acid and a haloacetic acid. It derives from an acetic acid. It is a conjugate acid of a chloroacetate.
