The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Preparation and hydrolysis of esters derived from the substituted aliphatic alcohols》. Authors are Drushel, W. A.; Bancroft, G. R..The article about the compound:2-Chloroethyl acetatecas:542-58-5,SMILESS:CC(OCCCl)=O).Product Details of 542-58-5. Through the article, more information about this compound (cas:542-58-5) is conveyed.
AcOCHCIMe, AcOCHMeOEt, and EtCO2CHMeCl, which were prepared by methods previously recorded in the chem. literature, were all immediately decomposed when dissolved in 0.1 N HCl. Their reaction velocities are, therefore, not measurable. AcH formed one of the hydrolysis products in the case of all 3 esters. AcOCH2CH2OH (A), b. 187-9°, was prepared by heating under reflux equimol, amounts of (CH2OH)2 and glacial AcOH together with twice the theoretical amount of anhydrous CuSO4. AcOCH2CH2OMe (B). b. 144-5°, was formed by treating the corresponding alc. with AcCl. AcOCH2CH2OEt (C), b. 157-8°, was prepared from the corresponding ale. (which was formed by Polomaa’s method (Ber. 35, 3300(1902)) or by heating CH2BrCH2OAc (D) with an equimol. amount of EtONa. CH2ClCH2OAc (E), b. 143-5° was obtained by Henry’s method (Ber. 7, 70(1874)). A mixture of equimol. quantities of (CH2Br)2 and fused AcOK when heated on the H2O bath for 18 hrs. gave rise not to (A) but to (CH2OAc)2. Hydrolysis of (A), (B). (C), (D), (E) by means of 0.1 N HCl was effected at 25, 35 and 45°, and the velocity constants and temperature coefficients determined The subsitution of -OH, -OR, or halogen in place of the β-H hi the alkyl radical of AcOEt, causes retardation in the rate of hydrolysis. The -OH, -OEt, and Cl groups all produce practically the same degree of retardation. EtO causes a slightly greater retardation than does the OMe group, Br- causes less of ft retardation than does the Cl-radical. The temperature coefficients of the above esters varied from 2.3 to a.j for an increase of 10°. The substitution of Br bad ft lowering effect upon the temp, coefficient
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