The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A kinetic study of some reactions of diazoacetic ester in benzene solution》. Authors are Bronsted, J. N.; Bell, R. P..The article about the compound:2,3-Dibromopropionic acidcas:600-05-5,SMILESS:O=C(O)C(Br)CBr).Electric Literature of C3H4Br2O2. Through the article, more information about this compound (cas:600-05-5) is conveyed.
A study was made of the reaction of Et diazoacetate with the following acids in C6H6 solution: monochloroacetic, dichloroacetic, iodoacetic, nitroacetic, formic, α-bromopropionic, α,β-dibromopropionic and picric. The reactions were followed by measuring the pressure of N evolved. In the solutions having one or more carboxylic acids, the reaction consisted of the replacement of the N2 group by an acid mol. The velocity of reaction increased with increasing acid strength. An empirical equation is given which agrees with the assumption that the addition of an acid mol. is catalyzed by the presence of acid mols. of the same or different kinds; the progressive dissociation of double acid mols. into single mols., as dilution increases is taken into consideration. The reaction can be considered as a case of general acid catalysis. The velocity of addition of picric acid was found to be directly proportional to its concentration The addition of phenol to diazoacetic ester was found to be strongly catalyzed by the presence of carboxylic acids, the catalytic effect increasing with the acid strength. Picric acid was found to be less active than required by the equation given for general acid catalysis.
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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem