The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Preparation of esters of acrylic acid》. Authors are Kobeko, P. P.; Koton, M. M.; Florinskii, F. S..The article about the compound:2,3-Dibromopropionic acidcas:600-05-5,SMILESS:O=C(O)C(Br)CBr).Application In Synthesis of 2,3-Dibromopropionic acid. Through the article, more information about this compound (cas:600-05-5) is conveyed.
KHSO4 200, anhydrous Na2SO4 40 g. and dry glycerol 129 cc. were heated in a 1-l. Cu flask, provided with a condenser for removal of acrolein and a dropping funnel for addition of glycerol, until acrolein appeared in the condenser; then 500 cc. more dry glycerol was added by drops for 5-6 hrs. at 200°. To the acrolein obtained was added Br in ether by drops for 3 hrs., while the reaction mixture was cooled; the product was heated on a water bath. The CH2BrCHBrCHO was oxidized with HNO3 (d. 1.41) while cooling in ice-NaCl mixture The liquid was evaporated, the product was filtered out, washed with cold HNO3 (d. 1.41) and heated in a water bath to remove the residue of HNO3. The CH2BrCHBrCO2H was esterified with EtOH, BuOH, and iso-AmOH, resp., in the presence of HCl. Et ester, b. 211-14°; Bu ester, b4 105°, b12 135-7°; iso-Am ester b2 110-12°, b12 125-30°. The esters were debrominated by adding their emulsions (100 cc. of ester and 20 cc. of 20% H2SO4) by drops to EtOH and Zn shavings and heating at 78-80° for 4 hrs. The product after removal of the solids was washed with ether and with water, and then was treated in the usual way. The yield of acrylic esters was 75.8%: Et, b. 98-9°, b12 49° d20 0.9125; Bu, b. 128-30°, b12 66-8°, d20 0.9141; iso-Am, b. 149-51°, b12 73-5°, d20 0.9160. The esters were polymerized at high temperature and on standing in the presence of light at room temperature
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