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Benzyl bromide

CAS No.
100-39-0
Chemical Name:
Benzyl bromide
Synonyms
BnBr;bromomethylbenzene;cyclite;1-Bromotoluene;Benzybromide;BenzylBromide,98%;ALPHA-BROMOTOLUENE;1-(Bromomethyl)benzene;ai3-15300;Bromo Thluene
CBNumber:
CB6761035
Molecular Formula:
C7H7Br
Molecular Weight:
171.03
MDL Number:
MFCD00000172
MOL File:
100-39-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-08-25 20:17:46

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
Henry's Law Constant 1.4×10-3 mol/(m3Pa) at 25℃, HSDB (2015)
Dielectric constant 5.1(20℃)
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChI 1S/C7H7Br/c8-6-7-4-2-1-3-5-7/h1-5H,6H2
InChIKey AGEZXYOZHKGVCM-UHFFFAOYSA-N
SMILES BrCc1ccccc1
CAS DataBase Reference 100-39-0(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII XR75BS721D
NIST Chemistry Reference Benzene, (bromomethyl)-(100-39-0)
EPA Substance Registry System Benzyl bromide (100-39-0)
UNSPSC Code 12352101
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS05,GHS06,GHS08
Signal word  Danger
Hazard statements  H330-H314-H341-H335-H227
Precautionary statements  P501-P202-P260-P210-P201-P271-P264-P280-P284-P370+P378-P308+P313-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405
target organs Respiratory system
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  39-2
RIDADR  UN 1737
WGK Germany  2
RTECS  XS7965000
9-19-21
TSCA  TSCA listed
HS Code  2903 99 80
HazardClass  6.1
PackingGroup  II
Storage Class 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazardous Substances Data 100-39-0(Hazardous Substances Data)
Toxicity dns-esc 1300 mmol/L ZKKOBW 92,177,78
REACH Registrations Active
Excepted Quantities Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
NFPA 704
2
0

Benzyl bromide price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B17905 Benzyl bromide reagent grade, 98% 100-39-0 25g $16.7 2026-04-30 Buy
Sigma-Aldrich B17905 Benzyl bromide reagent grade, 98% 100-39-0 2.5kg $226 2026-04-30 Buy
TCI Chemical B0411 Benzyl Bromide (stabilized with Propylene Oxide) >98.0%(GC) 100-39-0 25g $23 2026-04-30 Buy
TCI Chemical B0411 Benzyl Bromide (stabilized with Propylene Oxide) >98.0%(GC) 100-39-0 100g $41 2026-04-30 Buy
Usbiological 162808 Benzyl Bromide 100-39-0 5g $403 2026-06-03 Buy
Product number Packaging Price Buy
B17905 25g $16.7 Buy
B17905 2.5kg $226 Buy
B0411 25g $23 Buy
B0411 100g $41 Buy
162808 5g $403 Buy

Benzyl bromide Chemical Properties, Uses, Production

Description

Benzyl bromide is a combustible, colorless toyellow liquid with a pleasant odor. Molecularweight=171.05;Specific gravity (H2O:1) =1.438; Boilingpoint= 198℃; Freezing/Melting point =-4.0℃;Flashpoint =79℃ (cc). Hazard Identification (based on NFPA-704 M Rating System): Health 3, Flammability 2,Reactivity 1. Insoluble in water (slowly decomposes).

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

Making foaming and frothing agents, organic synthesis.

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.

Application

Benzyl bromide is an aromatic halide that is mainly used as a protecting agent for protecting hydroxy group of alcohols via O-benzylation reaction. It has been used as an initiator in the synthesis of poly(styrene-b-methylmethacrylate) copolymers by atom transfer radical polymerization. It can undergo Menschutkin reaction with 1, 2-dimethylimidazole to form 3-benzyl-1, 2-dimethylimidazolium bromide.

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.

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.

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

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.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seekmedical attention immediately. If this chemical contactsthe skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attentionimmediately. If this chemical has been inhaled, removefrom exposure, begin rescue breathing (using universalprecautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transferpromptly to a medical facility. When this chemical hasbeen swallowed, get medical attention. If victim is conscious,administer water or milk. Do not induce vomiting.Medical observation is recommended for 24 48 h afterbreathing overexposure, as pulmonary edema may bedelayed. As first aid for pulmonary edema, a doctor orauthorized paramedic may consider administering a corticosteroid spray

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Color Code—White: Corrosiveor Contact Hazard; Store separately in a corrosion-resistantlocation. Store in tightly closed containers in a cool, wellventilated area away from water and other incompatiblematerials listed above.

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.

Global Suppliers ( 490)
Supplier Tel Email Country ProdList Advantage
Shandong Junfeng New Materials Co., Ltd. 17663721258 17663721258 17663721258@163.com China 364 58
Shanghai Kaisai Chemical Co., Ltd 021-33516722 13701817765 kaisaichem@163.com China 4604 58
Secco work (Beijing) chemical technology co., LTD 0566-8928158 343367102@QQ.COM China 359 54
Shijiazhuang Outejia Chemical Co. LTD 0311-87795622 sales@adonghui.com China 54 64
Nanjing Abix Biochemical Technology Co., Ltd. 025-87193546 18652950785; chemweiao@163.com China 9009 60
Changzhou Xuanming Pharmaceutical Technology Co., Ltd. 15995069468 15995069468 3398435160@qq.com China 300 58
Nanjing Xiezun Chemical Co., Ltd. 025-85629050 13912997845; 179109486@qq.com China 25 60
Changzhou Chengyi Biotechnology Co., Ltd. 13338800824 3296343946@qq.com China 91 58
Changzhou Xuanming Chemical 85525329 15961429598 2476433557@qq.com China 499 58
Shandong Yeyang Chemical Co., Ltd. 15692312955 yeyang@163.com China 463 58

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