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Benzyl bromide

Benzyl bromide Structure
CAS No.
100-39-0
Chemical Name:
Benzyl bromide
Synonyms
bromomethylbenzene;1-Bromotoluene;cyclite;ALPHA-BROMOTOLUENE;1-(Bromomethyl)benzene;ai3-15300;Benzybromide;Bromo Thluene;-Bromotoluene;BENZYL BROMIDE
CBNumber:
CB6761035
Molecular Formula:
C7H7Br
Molecular Weight:
171.03
MOL File:
100-39-0.mol
MSDS File:
SDS
Modify Date:
2024/3/14 15:18:27

Benzyl bromide 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
Dielectric constant 5.1(20℃)
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
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
Toxicity dns-esc 1300 mmol/L ZKKOBW 92,177,78
NFPA 704
2
0

Benzyl bromide price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) B17905 Benzyl bromide reagent grade, 98% 100-39-0 25G ₹2278.8 2022-06-14 Buy
Sigma-Aldrich(India) B17905 Benzyl bromide reagent grade, 98% 100-39-0 100G ₹7353.35 2022-06-14 Buy
Sigma-Aldrich(India) B17905 Benzyl bromide reagent grade, 98% 100-39-0 500G ₹23990.7 2022-06-14 Buy
ALFA India ALF-A13535-30 Benzyl bromide, 99% 100-39-0 250g ₹5556 2022-05-26 Buy
ALFA India ALF-A13535-18 Benzyl bromide, 99% 100-39-0 50g ₹1780 2022-05-26 Buy
Product number Packaging Price Buy
B17905 25G ₹2278.8 Buy
B17905 100G ₹7353.35 Buy
B17905 500G ₹23990.7 Buy
ALF-A13535-30 250g ₹5556 Buy
ALF-A13535-18 50g ₹1780 Buy

Benzyl bromide Chemical Properties,Uses,Production

Chemical Properties

Benzyl bromide is an aromatic compound in which the benzene ring substituted with a bromomethyl group, and is produced by the reaction of toluene with bromine in the presence of an oxidizing agent. It is a combustible, colorless to yellow liquid with a pleasant odor. insoluble in water and easily soluble in most organic solvents. Has a strong tearing effect and unpleasant pungent odor, minimum irritant concentration of 4 mg/m3, intolerable concentration of 50-60 mg/m3.

Uses

Benzyl bromide is widely useful in organic synthesis as a benzyl protecting group for alcohols and carboxylic acids. It is used in the preparation of foaming and frothing agents, quaternary ammonium compounds, peniclins, photographic chemicals, synthetic resins, dyes and plasticizers and esters. It is also involved in the synthesis of (E)-(2-Iodovinyl)benzene by reacting it with diiodomethane.

Definition

ChEBI: Benzyl bromide is a member of the class of benzyl bromides that is toluene substituted on the alpha-carbon with bromine. It has a role as a lachrymator.

Preparation

Benzyl bromide is synthesized by toluene bromination. Toluene heated to 50°C, add bromine reaction, the reaction temperature of 75-80°C, reaction 6h, fractional distillation at atmospheric pressure to remove the fraction before 140°C, and then distillation under reduced pressure, collect 112-114°C(2.0kPa) fraction, to get benzyl bromide.

General Description

Benzyl bromide appears as a colorless liquid with an agreeable odor. Toxic by inhalation and by skin absorption. It 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.

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