Benzyl Chloromethyl Ether

Autor: Harold W. Pinnick
Rok vydání: 2001
Předmět:
Zdroj: e-EROS Encyclopedia of Reagents for Organic Synthesis
DOI: 10.1002/047084289x.rb053
Popis: [3587-60-8] C8H9ClO (MW 156.61) InChI = 1S/C8H9ClO/c9-7-10-6-8-4-2-1-3-5-8/h1-5H,6-7H2 InChIKey = LADPCMZCENPFGV-UHFFFAOYSA-N (protecting group for alcohols2 and amines;3 electrophile in alkylation of carbanions;4 and source of nucleophilic benzyloxymethyl anion5) Physical Data: bp 53–56 °C/1.5 mmHg; 96–99 °C/11 mmHg; d 1.13 g cm−3; nD20 1.5268–1.5279. Solubility: sol THF, ether, dioxane, dichloromethane, chloroform, benzene, toluene, DMF, DMSO, and acetonitrile. Form Supplied in: liquid. Analysis of Reagent Purity: NMR, GC. Preparative Methods: benzyl alcohol plus aqueous formaldehyde and hydrogen chloride gas;1, 6, 7 reaction of benzyl methyl ether with boron trichloride;8 cleavage of benzyloxymethyl methyl sulfide with sulfuryl chloride.9 Purification: distillation. Handling, Storage, and Precautions: stable indefinitely when kept dry but destroyed by water and other nucleophilic reagents.
Databáze: OpenAIRE