ChemicalBook > CAS DataBase List > Benzyl bromide
Benzyl bromide
Benzyl bromide
- CAS No.100-39-0
- Chemical Name:Benzyl bromide
- CBNumber:CB6761035
- Molecular Formula:C7H7Br
- Formula Weight:171.03
- MOL File:100-39-0.mol
Benzyl bromide Property
- 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 n
20/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)
- 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
- Hazard Codes :Xi
- Risk Statements :36/37/38
- Safety Statements :39-2
- RIDADR :UN 1737 6.1/PG 2
- WGK Germany :2
- RTECS :XS7965000
- F :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
-
NFPA 704:
2 0
-
Symbol(GHS)
- Signal wordWarning
- Hazard statements H315-H319-H335
- Precautionary statements P261-P264-P271-P280-P302+P352-P305+P351+P338
Benzyl bromide Price
More Price(11)
- Brand: Sigma-Aldrich(India)
- Product number: B17905
- Product name : Benzyl bromide
- Purity: reagent grade, 98%
- Packaging: 25G
- Price: ₹2278.8
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: B17905
- Product name : Benzyl bromide
- Purity: reagent grade, 98%
- Packaging: 100G
- Price: ₹7353.35
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: B17905
- Product name : Benzyl bromide
- Purity: reagent grade, 98%
- Packaging: 500G
- Price: ₹23990.7
- Updated: 2022/06/14
- Buy: Buy
- Brand: ALFA India
- Product number: ALF-A13535-30
- Product name : Benzyl bromide, 99%
- Purity:
- Packaging: 250g
- Price: ₹5556
- Updated: 2022/05/26
- Buy: Buy
- Brand: ALFA India
- Product number: ALF-A13535-18
- Product name : Benzyl bromide, 99%
- Purity:
- Packaging: 50g
- Price: ₹1780
- Updated: 2022/05/26
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Benzyl bromide Chemical Properties,Usage,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.
- 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.
- 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.
-
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.
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- BENZYL HALIDE
- C6H5CH2Br
- 100-39-5
- 99-93-5
- 卞溴
- 含稳定剂环氧丙烷
- 苄溴
- 特布他林杂质49
- 溴化苄,>98.0%(GC),含100PPM环氧丙烷稳定剂
- 溴苄,99%
- RSYY(尼拉帕利中间体)-6