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Benzyl Chloride is used as an intermediate for manufacturing of benzyl alcohol, benzoic acid and benzyl cyanide. It is also used to prepare benzyl esters, which are used as plasticizer, flavorants and perfumes. It acts as an intermediate in the preparation of phenylacetic acid. In organic synthesis, it is used as an alkylating agent and utilized for the introduction of the benzyl protecting group for alcohols. Further, it is involved in the preparation of quaternary ammonium salts by reaction with tertiary amines. In addition to this, it is used to prepare Grignard reagent by reacting with metallic magnesium.
Benzyllithium and substituted analogues have proved difficult to generate in a pure state owing to competing Wurtz coupling. Conditions have been described for efficient generation of benzyllithiums from the chlorides using Li naphthalenide in a mixed diethyl ether - THF - petroleum ether solvent system at -95o: J. Chem. Soc., Perkin 1, 185 (1995).
Amidocarbonylation with acetamide and a CO/H2 mixture under pressure, in the presence of Co2(CO)8 catalyst, provides a novel route to N-acetyl-DL-phenylalanine: J. Org. Chem., 61, 1842 (1996).
Lázaro, G.; Polo, V.; Fernández-Alvarez, F. J.; García-Orduña, P.; Lahoz, F. J.; Iglesias, M.; Pérez-Torrente, J. J.; Oro, L. A. Catalytic Hydrodechlorination of Benzyl Chloride Promoted by Rh-N-heterocyclic Carbene Catalysts. ChemSusChem 2015, 8 (3), 495-503.
Rodda, A. E.; Ercole, F.; Nisbet, D. R.; Forsythe, J. S.; Meagher, L. Optimization of Aqueous SI-ATRP Grafting of Poly(Oligo(Ethylene Glycol) Methacrylate) Brushes from Benzyl Chloride Macroinitiator Surfaces. Macromol. Biosci. 2015, 15 (6), 799-811.
Mentions de danger (UE): H227-H302-H330-H314-H318-H350-H335-H373
Combustible liquid. Harmful if swallowed. Fatal if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage. May cause cancer. May cause respiratory irritation. May cause damage to organs through prolonged or repeated exposure.
Mentions de prudence: P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.