Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Zhurnal Obshchei Khimii called Reactions of etherates of tin and titanium tetrachlorides. III. Reactions of dioxane and tetrahydrofuran with organic acid chlorides in the presence of tin and titanium tetrachlorides, Author is Gol’dfarb, Ya. L.; Smorgonskii, L. M., which mentions a compound: 542-58-5, SMILESS is CC(OCCCl)=O, Molecular C4H7ClO2, Quality Control of 2-Chloroethyl acetate.
cf. C. A. 31, 6613.1. Condensation of dioxane (I) and tetrahydrofuran (II) and an organic acid chloride with SnCl4 and TiCl4 leads to ring rupture of I and II and the formation of β- and δ-chloroalkyl esters, resp., as the chief products. The reaction of 1 mol. each of I and BzCl with 2 mols. TiCl4 at 150-80° for 10 hrs., decomposition with ice and HCl, extraction with Et2O, washing of the extract with cold dilute NH4OH and H2O, removal of the Et2O and distillation of the residue afforded 70% BzOCH2CH2Cl (III), b751 263°, b10 134°. If SnCl4 is used, 68% III and 4.7 g. BzOCH2CH2OBz (IV) are formed. Heating III alone or with SnCl4 at 180-200° for 25 hrs. gave IV. While I and AcCl do not react in the presence of TiCl4, the reaction with SnCl4 and heating 30 hrs. give 16% AcOCH2CH2Cl, b. 145-7°, and a considerable amount of a high-boiling nonisolatable Cl product. Refluxing I and BzCl with TiCl4 or SnCl4 in C6H6 on a water bath for 16 hrs. yielded 79.5% BzO(CH2)3CH2Cl, b5.5 144-5°, dD20 1.159, nD20 1.5218, M. R.D 55.89, and a little BzO(CH2)4OBz (V), m. 80-1°. Under the same conditions 5 g. I, 5.6 g. AcCl and 9.4 g. SnCl4 in 25 ml. C6H6 gave AcO(CH2)3CH2Cl, b. 187-90°. The possible scheme of the formation of IV and V is: 2 BzO(CH2)nCl = BzO(CH2)nOBz + Cl(CH2)nCl.
In some applications, this compound(542-58-5)Quality Control of 2-Chloroethyl acetate is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.