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Benzyl bromide

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Benzyl bromide Basic information

Product Name:
Benzyl bromide
Synonyms:
  • (bromomethyl)-benzen
  • 1-Bromotoluene
  • ai3-15300
  • alpha-bromo-toluen
  • Bromophenylmethane
  • ??benzyl bromide? (100-39-0?)??
  • ALPHA-BROMOTOLUENE
  • ALPHA-BROMOPHENYLMETHANE
CAS:
100-39-0
MF:
C7H7Br
MW:
171.03
EINECS:
202-847-3
Product Categories:
  • Reagents for Oligosaccharide Synthesis
  • Aryl
  • Building Blocks
  • C7
  • Chemical Synthesis
  • Halogenated Hydrocarbons
  • Pharmaceutical Intermediates
  • Aromatic Halides (substituted)
  • Organics
  • Benzyl
  • Biochemistry
  • Organic Building Blocks
Mol File:
100-39-0.mol
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Benzyl bromide Chemical Properties

Melting point:
-3 °C
Boiling point:
198-199 °C(lit.)
Density 
1.44 g/mL at 20 °C
vapor density 
5.8 (vs air)
vapor pressure 
0.5 hPa (20 °C)
refractive index 
n20/D 1.575(lit.)
Flash point:
188 °F
storage temp. 
Store below +30°C.
solubility 
Miscible with benzene, carbon tetrachloride, ethanol and ether.
form 
Liquid
color 
Clear colorless to yellow
Odor
Very sharp, pungent, like tear gas.
Sensitive 
Moisture Sensitive/Light Sensitive
Merck 
14,1128
BRN 
385801
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
AGEZXYOZHKGVCM-UHFFFAOYSA-N
CAS DataBase Reference
100-39-0(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, (bromomethyl)-(100-39-0)
EPA Substance Registry System
Benzyl bromide (100-39-0)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
39-2
RIDADR 
UN 1737 6.1/PG 2
WGK Germany 
2
RTECS 
XS7965000
9-19-21
TSCA 
Yes
HS Code 
2903 99 80
HazardClass 
6.1
PackingGroup 
II
Hazardous Substances Data
100-39-0(Hazardous Substances Data)
Toxicity
dns-esc 1300 mmol/L ZKKOBW 92,177,78

MSDS

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Benzyl bromide Usage And Synthesis

Chemical Properties

Clear light amber liquid

Chemical Properties

Benzylbromide is a combustible, colorless to yellow liquid with a pleasant odor. Molecular

Uses

Making foaming and frothing agents, organic synthesis.

Definition

ChEBI: A member of the class of benzyl bromides that is toluene substituted on the alpha-carbon with bromine.

Synthesis Reference(s)

Journal of the American Chemical Society, 95, p. 3412, 1973 DOI: 10.1021/ja00791a072
Tetrahedron Letters, 29, p. 707, 1988 DOI: 10.1016/S0040-4039(00)80190-2
The Journal of Organic Chemistry, 51, p. 929, 1986 DOI: 10.1021/jo00356a032

General Description

A colorless liquid with an agreeable odor. Toxic by inhalation and by skin absorption. Benzyl bromide is slightly soluble in water and denser than water (density 1.44 g / cm3 (Aldrich)). A lachrymator. Corrosive to metals and tissue.

Air & Water Reactions

Sensitive to exposure to light and moisture. Slightly soluble in water.

Reactivity Profile

Benzyl bromide reacts with water, alcohols, common metals (except nickel and lead), bases, amines and oxidizing agents. . Benzyl bromide stored over activated 4A molecular sieve burst a bottle due to condensation-polymerization reaction with generation of HBr gas, [Chem. Eng. News, 1979, 57(12), 74].

Hazard

Highly toxic. Corrosive to skin and tissue. A lachrymator.

Health Hazard

Inhalation causes irritation of nose and throat; severe exposure may cause pulmonary edema. Vapors cause severe eye irritation; liquid can burn eyes. Skin contact causes irritation. Ingestion causes irritation of mouth and stomach.

Chemical Reactivity

Reactivity with Water Reacts slowly generating hydrogen bromide (hydrobromic acid); Reactivity with Common Materials: Decomposes rapidly in the presence of all common metals except nickel and lead, liberating heat and hydrogen bromide; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Rinse with sodium bicarbonate or lime solution; Polymerization: Polymerizes with evolution of heat and hydrogen bromide when in presence with all common metals except nickel and lead; Inhibitor of Polymerization: None.

Safety Profile

Intensely irritating and corrosiveto skin, eyes, and mucous membranes. Large doses causecentral nervous system depression. Mutation datareported. Reaction with molecular sieve produces toxichydrogen bromide gas.

Potential Exposure

It is used as a chemical intermediate; in organic syntheses; as a foaming and frothing agent.

Shipping

UN1737 Benzyl Bromide, Hazard class: 6.1; Labels: 6.1—Poisonous materials, 8—Corrosive material.

Purification Methods

Wash benzyl chloride with conc H2SO4 (CARE), water, 10% Na2CO3 or NaHCO3 solution, and again with water. Dry it with CaCl2, Na2CO3 or MgSO4 and fractionally distil it in the dark, under reduced pressure. It has also been thoroughly degassed at 10-6 mm and redistilled in the dark. This gives material with max (MeCN): 226nm ( 8200) [Mohammed & Kosower J Am Chem Soc 93 2709 1971]. [Beilstein 5 IV 829.] Handle in a fume cupboard, extremely LACHRYMATORY.

Incompatibilities

May form explosive mixture with air. Contact with water forms hydrogen bromide and benzyl alcohol. Incompatible with strong oxidizers, bases, magnesium. Attacks metals, except nickel and lead, in the presence of moisture.

Waste Disposal

Pour into vermiculite, sodium bicarbonate, or a sand-soda ash mixture and transfer to paper boxes, then to an open incinerator. Alternatively, mix Benzyl Bromide 417 with flammable solvent and spray into incinerator equipped with after burner and alkali scrubber.

Benzyl bromideSupplier

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