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

A12481 Benzyl chloride, 99%, stab.

CAS Number
100-44-7
Synonyms
alpha-Chlorotoluene

Size Price ($) Quantity Availability
500g 19.28
2500g 76.84
10000g 232.26
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Benzyl chloride, 99%, stab.

MDL
MFCD00000889
EINECS
202-853-6

Chemical Properties

Formula
C7H7Cl
Formula Weight
126.59
Melting point
-43°
Boiling Point
178-180°
Flash Point
73°(163°F)
Density
1.099
Refractive Index
1.5380
Solubility
Miscible with alcohol, ether. Insoluble in waterMiscible with alcohol, ether and chloroform.

Applications

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.

Notes

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

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H330-H335-H350-H373-H314-H318-H227

Toxic if swallowed. Fatal if inhaled. May cause respiratory irritation. May cause cancer. May cause damage to organs through prolonged or repeated exposure. Causes severe skin burns and eye damage. Causes serious eye damage. Combustible liquid.

Precautionary Statements: P210-P260-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. 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). Rinse mouth. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,1129
Beilstein
471308
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2903.99
TSCA
Yes
RTECS
XS8925000

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