The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Substitution reaction of optically active halogenated organic compounds with anion exchange resins》. Authors are Urata, Yoshikiyo; Yamada, Ryuichi; Kanatsuka, Bunya.The article about the compound:(S)-2-Bromosuccinic acidcas:20859-23-8,SMILESS:O=C(O)[C@@H](Br)CC(O)=O).Recommanded Product: 20859-23-8. Through the article, more information about this compound (cas:20859-23-8) is conveyed.
Halogen exchange reactions of L-bromo (I) and L-chlorosuccinic acids (II) and their methyl esters, with anion exchange resins (Amberlite IRA-400 in the chloride or bromide form) takes place with inversion of configuration. Reactions were performed in n-BuOAc, EtOAc, EtOH, C6H6, and H2NCHO. Inversion also occurs when di-Me L-bromosuccinate (III) reacts with the hydroxide form (IV) of the resin. The rate of conversion of alkyl iodides into alcs., by IV, is in the order Me > Et > Pr > Bu. These results are consistent with an SN2 mechanism for the exchange reactions. Thus, 30 g. L-aspartic acid, 5 g. KBr, and 35 g. Br was added to 500 g. H2O and 30 g. concentrated H2SO4 and the mixture kept at 0° under N2O for 5 hrs. to give 20 g. I, m. 172°, [α]20D -67.5°. Similarly, KCl and Cl gave II, m. 175°, [α]20D -57.6°. Esterification of the acids gave III, b10 110-11°, [α]20D 46.0°, and the di-Me ester of II, b11 110-12°, [α]20D -42.3°.
Different reactions of this compound((S)-2-Bromosuccinic acid)Recommanded Product: 20859-23-8 require different conditions, so the reaction conditions are very important.
Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”