Novel Alkanecarboxylic Acids via the Koch Reaction. A Route To Replace Isostearic Acid

Abstract

Optimum conditions were developed for the synthesis of C19 to C25 alkanecarboxylic acids via the Koch reaction. For many applications these new products can replace isostearic acid, which has been in uncertain and fluctuating supply.

Boron fluoride-catalyzed oligomerization of alkenes: structures, mechanisms, and properties

“…The secondary acids are 2-methylhexanoic and 2-ethylpentanoic acids; tertiary acids are 2,2-dimethylpentanoic and 2-methyl-2-ethylbutanoic acids. The key intermediate in the formation of tertiary acids is believed to be a protonated cyclopropane (Schulz et al, 1980). Such an intermediate was earlier suggested for the hydrogen fluoride catalyzed Koch reaction of alkenes (Kell et al, 1972).…”