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100-44-7 - Benzyl chloride, 99%, stab. - alpha-Chlorotoluene - A12481 - Alfa Aesar

A12481 Benzyl chloride, 99%, stab.

Codice CAS
100-44-7
Sinonimi
alpha-Chlorotoluene

Dimensioni Prezzo ($) Quantità Disponibilità
500g 19,00
2500g 77,20
10000g 257,00
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Benzyl chloride, 99%, stab.

MDL
MFCD00000889
EINECS
202-853-6

Proprietà chimiche

Formula
C7H7Cl
Peso formula
126.59
Punto di fusione
-43°
Punto di ebollizione
178-180°
Punto di infiammabilità
73°(163°F)
Densità
1.099
Indice di rifrazione
1.5380
Solubilità
Miscible with alcohol, ether. Insoluble in waterMiscible with alcohol, ether and chloroform.

Applicazioni

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.

Note

Light and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with common metals, lead,oxidizing agents, iron, iron salts, brass and aluminum

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H227-H301-H330-H314-H318-H350-H335-H373

Combustible liquid. Toxic 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.

Dichiarazioni precauzionali: P301+P310a-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a

IF SWALLOWED: 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.

Altri riferimenti

Merck
14,1129
Beilstein
471308
Classe di rischio
6.1
Gruppo di imballaggio
II
Codice tariffe armonizzato
2903.99
TSCA
Yes
RTECS
XS8925000

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