3433-80-5

Basic information

• Product Name: 2-Bromobenzyl bromide
• Synonyms: 2-Bromobenzyl bromide, 95+%;2-Bromobenzylbromide,98%;Benzene, 1-bromo-2-(bromomethyl)-;à,2-dibromotoluene;2-BROMOBENZYL BROMIDE 99%;alpha,2-Dibromotoluene, 1-Bromo-2-(bromomethyl)benzene;1-(Bromomethyl)-2-bromobenzene;2-Bromo-1-bromomethylbenzene
• CAS NO: 3433-80-5
• Molecular Formula: C₇H₆Br₂
• Molecular Weight: 249.93
• EINECS: 222-334-8
• Product Categories: Aromatic Halides (substituted);Benzyl;alkyl bromide
• Mol File: 3433-80-5.mol
• Article Data: 52

Chemical Properties

• Melting Point: 29-32 °C(lit.)
• Boiling Point: 129 °C19 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to yellow/Liquid After Melting
• Density: 1.8246 (rough estimate)
• Vapor Pressure: 0.0298mmHg at 25°C
• Refractive Index: n20/D 1.619(lit.)
• Storage Temp.: 0-6°C
• Solubility: dioxane: soluble1g/10 mL, clear, colorless
• Water Solubility: Insoluble in water.
• BRN: 971015
• CAS DataBase Reference: 2-Bromobenzyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromobenzyl bromide(3433-80-5)
• EPA Substance Registry System: 2-Bromobenzyl bromide(3433-80-5)

Safety Data

• Hazard Codes: C,T
• Statements: 34-37-23
• Safety Statements: 26-36/37/39-45-22
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 3
• F: 8-19
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 3433-80-5(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellowish liquid after melting

Uses

Different sources of media describe the Uses of 3433-80-5 differently. You can refer to the following data:
1. 2-Bromobenzyl bromide was used in the synthesis of substituted quinazolines and 1,2,3,4-tetrahydroquinazolines, 2- and 3-substituted indenes, tris-2-bromotribenzylamine3.
2. 2-Bromobenzyl bromide was used in the synthesis of:substituted quinazolines and 1,2,3,4-tetrahydroquinazolines2- and 3-substituted indenestris-2-bromotribenzylamine

InChI:InChI=1/C7H6Br2/c8-5-6-3-1-2-4-7(6)9/h1-4H,5H2

Upstream product

• 95-46-5 2-methylphenyl bromide 
• 75-25-2 Bromoform 
• 4646-69-9 benzocyclopropene 
• 75-62-7 Bromotrichloromethane 
• 850335-71-6 2-bromo-1-[(ethoxymethoxy)methyl]benzene 
• 94236-21-2 1-bromo-2-((methoxymethoxy)methyl)benzene 
• 18982-54-2 o-bromobenzyl alcohol 
• 7791-25-5 sulfuryl dichloride 
• 94-36-0 dibenzoyl peroxide 
• 140-11-4 Benzyl acetate 
• 7726-95-6 bromine 
• 100-39-0 benzyl bromide 
• 506-68-3 bromocyane 
• 857785-85-4 (2-bromo-benzyl)-(2-iodo-benzyl)-methyl-amine 

Downstream Products

• 59485-34-6 1,2-bis(2-bromophenyl)ethane 
• 131887-70-2 S-(2-bromo-benzyl)-isothiourea 
• 6630-33-7 ortho-bromobenzaldehyde 
• 876476-07-2 (2-bromo-benzyl)-(2-chloro-benzyl)-methyl-amine 
• 857785-85-4 (2-bromo-benzyl)-(2-iodo-benzyl)-methyl-amine 
• 52711-30-5 1-bromo-2-(methoxymethyl)benzene 
• 99180-11-7 2-<(ethylthio)methyl>bromobenzene 
• 137395-70-1 1-bromo-2-(tert-butoxymethyl)benzene 
• 74637-37-9 2,2'-(oxybis(methylene))bis(bromobenzene) 
• 18982-54-2 o-bromobenzyl alcohol 
• 81206-50-0 1-(iodomethyl)-2-bromobenzene 
• 3959-05-5 2-bromobenzylamine 
• 446-47-9 1-bromo-2-(fluoromethyl)benzene 
• 879720-83-9 tris-(2-bromo-benzyl)-hydrazine 

Relevant articles and documents

Preparation of 1,5-Dihydropyrazolo[3′,4′:5,6]pyrano[3,4- b]pyridines via a Microwave-Assisted, Palladium-Catalyzed Regioselective C-H Heteroarylation of Electron-Rich Pyrazoles

Here we report the first synthesis of a family of novel heterocyclic compounds based on a 5-dihydropyrazolo[3′,4′:5,6]pyrano[3,4-b]pyridine core. In the course of our drug discovery programs, we had need to access the previously unknown 5-dihydropyrazolo[3′,4′:5,6]pyrano[3,4-b]pyridine core. Initial attempts required long reaction times, which led to degradation and side products. Reaction optimization identified a Pd-catalyzed, microwave-assisted C-H heteroarylation protocol for the rapid, general, and high yielding synthesis of this tricyclic core (as well as related analogs) suitable to drive optimization efforts.

tBuOK-Promoted Cyclization of Imines with Aryl Halides

A transition-metal-free indole synthesis using radical coupling of 2-halotoluenes and imines via the later-stage C-N bond construction was reported for the first time. It includes an aminyl radical generation by C-H cleaving addition of 2-halotoluenes to imines via the carbanion radical relay and an intramolecular coupling of aryl halides with aminyl radicals. One standard condition can be used for all halides including F, Cl, Br, and I. No extra oxidant or transition metal is required.

Visible-Light-Driven Oxidative Mono- and Dibromination of Benzylic sp 3 C-H Bonds with Potassium Bromide/Oxone at Room Temperature

Benzylic sp 3 C-H bonds have been successfully brominated with potassium bromide by using Oxone as an oxidant in water/dichloromethane under visible light at room temperature. Toluene, ethylbenzene and other alkylbenzenes bearing an electron-withdrawing group, such as Br, Cl, COMe, CO 2 Et, CO 2 H, CN or NO 2, provide the corresponding benzylic monobromides in good to excellent yields in this reaction. Dibromides can also be produced in the presence of excess potassium bromide in a prolonged reaction time. Control of the illuminance of visible light (~500 lux) is crucial to achieving both high yield and high selectivity in these brominations. Mono- and difluorides can be conveniently prepared through nucleophilic substitutions of the benzylic bromides with potassium fluoride.