tert-Butyl Chloromethyl Ether

Autor: Frederick G. West, John A. Bender
Rok vydání: 2001
Předmět:
Zdroj: e-EROS Encyclopedia of Reagents for Organic Synthesis
Popis: [40556-01-2] C5H11ClO (MW 122.59) InChI = 1S/C5H11ClO/c1-5(2,3)7-4-6/h4H2,1-3H3 InChIKey = CIACLSGBPZWWNK-UHFFFAOYSA-N (reagent for introducing an acid-labile alcohol- or an imidazole-protecting group1) Physical Data: decomposes upon attempted isolation. Solubility: sol CH2Cl2, CHCl3, CCl4. Form Supplied in: generated immediately prior to use. Analysis of Reagent Purity: 1H NMR (CCl4, δ 5.61 or 5.42 (2H, s), 1.2 (9H, s)). Preparative Methods: chlorination of tert-butyl methyl ether using NCS,1 treatment of tert-butyl methylthiomethyl ether with sulfuryl chloride,2 or cleavage of tert-butyl methoxymethyl ether with BCl3.4 Handling, Storage, and Precautions: solutions in CH2Cl2 appear to remain unchanged upon standing at rt for several days.2 Concentration apparently leads to decomposition. The structurally similar Chloromethyl Methyl Ether is a putative carcinogen.
Databáze: OpenAIRE