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

Description

2-Bromobenzyl bromide is an organic compound with the chemical formula C7H6Br2. It is a clear colorless to yellowish liquid at room temperature and is commonly used as a synthetic intermediate in the production of various organic compounds.

Uses

Used in Pharmaceutical Industry:
2-Bromobenzyl bromide is used as a synthetic intermediate for the production of substituted quinazoline and 1,2,3,4-tetrahydroquinazoline derivatives. These compounds have potential applications in the development of new drugs due to their diverse biological activities, including anti-cancer, anti-inflammatory, and anti-bacterial properties.
Used in Chemical Synthesis:
2-Bromobenzyl bromide is used as a synthetic intermediate for the production of 2and 3-substituted indenes. These compounds are important building blocks in the synthesis of various organic molecules, including pharmaceuticals, agrochemicals, and dyes.
Used in Material Science:
2-Bromobenzyl bromide is used as a synthetic intermediate for the production of tris-2-bromotribenzylamine. 2-Bromobenzyl bromide has potential applications in the development of new materials, such as advanced polymers and coatings, due to its unique chemical properties.

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

Upstream product

• 506-68-3 bromocyane 
• 857785-85-4 (2-bromo-benzyl)-(2-iodo-benzyl)-methyl-amine 
• 95-46-5 2-methylphenyl bromide 
• 100-39-0 benzyl bromide 
• 75-25-2 Bromoform 
• 4646-69-9 benzocyclopropene 
• 75-62-7 Bromotrichloromethane 
• 7726-95-6 bromine 
• 140-11-4 Benzyl acetate 
• 7791-25-5 sulfuryl dichloride 
• 94-36-0 dibenzoyl peroxide 
• 18982-54-2 o-bromobenzyl alcohol 
• 6630-33-7 ortho-bromobenzaldehyde 
• 850335-71-6 2-bromo-1-[(ethoxymethoxy)methyl]benzene 

Downstream Products

• 13160-93-5 N-(2-bromobenzyl)-pyridinium bromide 
• 1976-04-1 2-bromo-N,N-dimethylbenzylamine 
• 59485-34-6 1,2-bis(2-bromophenyl)ethane 
• 131887-70-2 S-(2-bromo-benzyl)-isothiourea 
• 54636-17-8 4-(2-bromo-phenyl)-3-phenyl-butan-2-one 
• 94191-73-8 1-bromo-2-(phenoxymethyl)benzene 
• 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 

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.

Thiourea-Catalyzed C?F Bond Activation: Amination of Benzylic Fluorides

We describe the first thiourea-catalyzed C?F bond activation. The use of a thiourea catalyst and Ti(OiPr)4 as a fluoride scavenger allows the amination of benzylic fluorides to proceed in moderate to excellent yields. Preliminary results with S- and O-based nucleophiles are also presented. DFT calculations reveal the importance of hydrogen bonds between the catalyst and the fluorine atom of the substrate to lower the activation energy during the transition state.

Halogenation through Deoxygenation of Alcohols and Aldehydes

An efficient reagent system, Ph3P/XCH2CH2X (X = Cl, Br, or I), was very effective for the deoxygenative halogenation (including fluorination) of alcohols (including tertiary alcohols) and aldehydes. The easily available 1,2-dihaloethanes were used as key reagents and halogen sources. The use of (EtO)3P instead of Ph3P could also realize deoxy-halogenation, allowing for a convenient purification process, as the byproduct (EtO)3Pa?O could be removed by aqueous washing. The mild reaction conditions, wide substrate scope, and wide availability of 1,2-dihaloethanes make this protocol attractive for the synthesis of halogenated compounds.