The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Diacetin and Other Glycerol Derivatives》. Authors are Wegscheider, Rud.; Zmerzlikar, Franz.The article about the compound:2-Chloroethyl acetatecas:542-58-5,SMILESS:CC(OCCCl)=O).Category: chiral-catalyst. Through the article, more information about this compound (cas:542-58-5) is conveyed.
Pure α-monochlorohydrin and Ac2O give α-monochlorohydrin diacetate (A), b12 116°. A com. sample gave a mixture of the α-derivative and β-monochlorohydrin diacetate (B), b12 124°. The aqueous solution contains β-monochlorohydrin monoacetate (C), b12 113°. β Monochlorohydrin and Ac2O gave (C), which, treated with Ac2O, gave (B). Diacetin (Seelig, Ber., 24, 3466), b12 149°, treated witn PCl5 or SCl2, gave a mixture of (B) and (C), SCl2 giving a better yield of (B). This shows that the product which b12 149 is α,γ-diacetin. The product which b12 140-2° is shown to be α,β-diacetin, since with PCl5 it gives β-aceto-α-chlorohydrin, b12 108°, and probably (A). α,γ-Diacetin was prepared by the action of AcONa upon α-dichlorohydrin. The action of AcONa or AcOAg upon β-dibromohydrin was not smooth. AcOAg and β-diiodohydrin gave I-containing products, from which α-iodohydrin β-acetate was isolated, needles, m. unsharp 150°. Crude-α-iodohydrin diacetate, prepared by heating the Cl derivative with KI at 150° for 13 hrs., b12 110-30°, was heated with excess of Ag2O and H2O 3 hrs. on the H2O bath, the product fractionated and the fraction b12 140-2 again treated with Ag2O. This gave α, β-diacetin, b12 140-2°.
This compound(2-Chloroethyl acetate)Category: chiral-catalyst was discussed at the molecular level, the effects of temperature and reaction time on the properties of the compound were discussed, and the optimum reaction conditions were selected.