The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The free energies of hydrolysis of some esters and thiol esters of acetic acid》. Authors are Jencks, William P.; Gilchrist, Mary.The article about the compound:2-Chloroethyl acetatecas:542-58-5,SMILESS:CC(OCCCl)=O).Computed Properties of C4H7ClO2. Through the article, more information about this compound (cas:542-58-5) is conveyed.
The free energies of hydrolysis of EtOAc, methoxyethyl acetate, chloroethyl acetate, acetylcholine, and trifluoroethyl acetate to the free acid in aqueous solution at 25° (based on a water activity of 1.0) are -1660, -2180, -2840, -2940, and -4970 cal./mole, resp. The equilibrium constants for Ac transfer from acetylcholine to the thiol groups of N-acetyl-β-mercaptoethylamine and mercaptoacetate are 0.076 and 0.132, resp. The free energies of hydrolysis (to free HOAc) of N,S-diacetyl-β-mercaptoethylamine and S-acetylmercaptoacetate are, therefore, -4460 and -4140 cal./mole, resp., in good agreement with a previously reported value for a thiol ester of HOAc.
There is still a lot of research devoted to this compound(SMILES：CC(OCCCl)=O)Computed Properties of C4H7ClO2, and with the development of science, more effects of this compound(542-58-5) can be discovered.