68018-57-5Relevant academic research and scientific papers
KINETICS AND MECHANISM OF THE REACTION OF CARBOXYLIC ACIDS WITH THIONYL CHLORIDE IN THE PRESENCE OF DIMETHYLFORMAMIDE
Vulakh, E. L.,Ivanova, V. M.,Nemleva, S. A.
, p. 620 - 627 (2007/10/02)
A study was carried out on the reaction of carboxylic acids with thionyl chloride in the presence of dimethylformamide.Correlation analysis of a reaction series of substituted benzoic acids with thionyl chloride indicated that this reaction is electrophilic in nature.The ionic complex of dimethylformamide and thionyl chloride reacts rapidly with the carboxylic acid to release hydrogen chloride and form the chloride of the mixed anhydride of thiodimethyliminium and the carboxylic acid, which undergoes rearrangement in the rate-limiting step to regenerate the catalyst and liberate the acid chloride and sulfur dioxide.
