Benzene,(bromomethyl)-

The Benzyl bromide, with the CAS registry number 100-39-0, is also known as a-Bromotoluene. It belongs to the product categories of Pharmaceutical Intermediates; Aromatic Halides (substituted); Organics; Benzyl; Biochemistry; Reagents for Oligosaccharide Synthesis. Its EINECS registry number is 202-847-3. This chemical's molecular formula is C₇H₇Br and molecular weight is 171.03. What's more, both its IUPAC name and systematic name are the same which is called Bromomethylbenzene. It is an organic compound consisting of a benzene ring substituted with a bromomethyl group. This chemical is a colorless liquid that is decomposed slowly in water.

Physical properties about Benzyl bromide are: (1)ACD/LogP: 2.81; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.805; (4)ACD/LogD (pH 7.4): 2.805; (5)ACD/BCF (pH 5.5): 79.805; (6)ACD/BCF (pH 7.4): 79.805; (7)ACD/KOC (pH 5.5): 799.993; (8)ACD/KOC (pH 7.4): 799.993; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 0 Å²; (13)Index of Refraction: 1.568; (14)Molar Refractivity: 38.901 cm³; (15)Molar Volume: 118.926 cm³; (16)Surface Tension: 38.493 dyne/cm; (17)Density: 1.438 g/cm³; (18)Flash Point: 86.667 °C; (19)Enthalpy of Vaporization: 41.693 kJ/mol; (20)Boiling Point: 198.499 °C at 760 mmHg; (21)Vapour Pressure: 0.506 mmHg at 25 °C.

Preparation of Benzyl bromide: this chemical can be prepared by Benzyloxy-tert-butyl-dimethylsilan. This reaction needs reagent BBr₃ and solvent CH₂Cl₂ at ambient temperature. The reaction time is 10 min. The yield is 90 %.

Uses of Benzyl bromide: (1) It is used in organic synthesis for the introduction of the benzyl protecting group for alcohols and carboxylic acids. It is also used as a war gas. (2) it is used to produce other chemicals. For example, it can react with 4-Acetoxymethyl-pyridine to get 4-Benzyloximethyl-pyridine. The reaction occurs with reagents 18-crown-6, KOH and solvent benzene at ambient temperature. The yield is 87 %.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear eye/face protection and keep out of the reach of children.

You can still convert the following datas into molecular structure:
(1) SMILES: c1ccc(cc1)CBr
(2) InChI: InChI=1S/C7H7Br/c8-6-7-4-2-1-3-5-7/h1-5H,6H2
(3) InChIKey: AGEZXYOZHKGVCM-UHFFFAOYSA-N