6425-24-7

Basic information

• Product Name: 1-(dibromomethyl)-4-fluorobenzene
• Synonyms: 1-(Dibromomethyl)-4-fluorobenzene; benzene, 1-(dibromomethyl)-4-fluoro-
• CAS NO: 6425-24-7
• Molecular Formula: C₇H₅Br₂F
• Molecular Weight: 267.921
• EINECS: 613-528-7
• Mol File: 6425-24-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 233.1°C at 760 mmHg
• Flash Point: 94.8°C
• Density: 1.954g/cm³
• Vapor Pressure: 0.0867mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: 1-(dibromomethyl)-4-fluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(dibromomethyl)-4-fluorobenzene(6425-24-7)
• EPA Substance Registry System: 1-(dibromomethyl)-4-fluorobenzene(6425-24-7)

Safety Data

• Hazardous Substances Data: 6425-24-7(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Uses

a. Intermediate in the production of pharmaceuticals
b. Intermediate in the production of agrochemicals
c. Intermediate in the production of other organic compounds

Application

Building block in the synthesis of various biologically active molecules

Environmental impact

Potential environmental pollutant

Regulation

Subject to regulation due to potential toxicity and environmental impact

Production, handling, and disposal

Closely monitored to ensure minimal environmental impact and human health risks

Upstream product

• 352-32-9 p-fluorotoluene 
• 459-46-1 4-Fluorobenzyl bromide 
• 456-19-9 4-fluorobenzal chloride 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 30003-45-3 p-FC₆H₄CH(SCF₃)2 
• 144514-22-7 6,7-Difluoro-1-(4-fluoro-phenyl)-4-oxo-4H-2-thia-8b-aza-cyclobuta[a]naphthalene-3-carboxylic acid ethyl ester 
• 5925-83-7 4-fluorobenzyl methyl sulfone 
• 459-57-4 4-fluorobenzaldehyde 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 113046-68-7 6-Fluoro-1-(4-fluoro-phenyl)-7-(4-methyl-piperazin-1-yl)-4-oxo-4H-2-thia-8b-aza-cyclobuta[a]naphthalene-3-carboxylic acid ethyl ester 
• 401580-43-6 5-(4-fluorophenyl)-3-phenyl-1,2,4-oxadiazole 
• 378217-59-5 5-(4-fluorophenyl)-3-(4-methoxyphenyl)-1,2,4-oxadiazole 

Relevant articles and documents

Continuous photochemical benzylic bromination using: In situ generated Br2: Process intensification towards optimal PMI and throughput

The detailed development of photochemical benzylic brominations using a NaBrO3/HBr bromine generator in continuous flow mode is reported. Optimization of the bromine generator enables highly efficient mass utilization by HBr recycling, coupled with fast interphase transfer within a microstructured photochemical reactor (405 nm LEDs). Intensification of the reaction system, including complete removal of organic solvent, allowed a reduction in PMI from 13.25 to just 4.33. The photochemical transformation achieved exceptionally high throughput, providing complete conversion in residence times as low as 15 s. The organic solvent-free preparation of two pharmaceutically relevant building blocks was demonstrated with outstanding mass efficiency, by monobromination (1.17 kg scale in 230 min, PMI = 3.08) or dibromination (15 g scale in 20 min, PMI = 3.64).

Revisiting the bromination of c-h bonds with molecular bromine by using a photo-microflow system

The photobromination of C-H bonds by using molecular bromine was reinvestigated under microfluidic conditions. The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated products with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition. Go with the (micro)flow: Photobromination of C-H bonds by using molecular bromine under microfluidic conditions has been investigated (see scheme). The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated compounds with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition.

MECHANISMS OF FREE-RADICAL REACTIONS. XX. REACTIVITY IN THE FREE-RADICAL HALOGENATION REACTIONS OF ARYLFLUOROALKANES

The free-radical chlorination and bromination of meta- and para-substituted benzyl fluorides and 1,1-difluoro-2-phenylethane and also the chlorination of 1-fluoro-2-arylethanes by phenylchloroiodonium chloride and the bromination of meta- and para-substituted benzyl bromides were studied by the method of competing reactions.In all cases a good correlation is observed between log krel and the Brown ?+ constants.In cases where change in the reactivity in the transition from one reaction series to another is due mainly to the polar effect of the substituent whilethe selectivity is measured in relation to the polar effect direct relationships are observed between the reactivity and the selectivity.