71916-91-1

Basic information

• Product Name: 5-Chloro-2-fluorobenzyl bromide
• Synonyms: 5-CHLORO-2-FLUOROBENZYL BROMIDE;alpha-Bromo-3-chloro-6-fluorotoluene;à-bromo-3-chloro-6-fluorotoluene;5-Chloro-2-fluoronitrobenzenebenzyl bromide;2-Fluoro-5-chlorobenzyl bromide;2-(Bromomethyl)-4-chloro-1-fluorobenzene;1-(Bromomethyl)-5-chloro-2-fluorobenzene
• CAS NO: 71916-91-1
• Molecular Formula: C₇H₅BrClF
• Molecular Weight: 223.47
• EINECS: -0
• Product Categories: Fluorine series
• Mol File: 71916-91-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 44-45°C 0,5mm
• Flash Point: 44-45°C/0.5mm
• Appearance: /
• Density: 1.65
• Vapor Pressure: 0.121mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Lachrymatory
• BRN: 637765
• CAS DataBase Reference: 5-Chloro-2-fluorobenzyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-fluorobenzyl bromide(71916-91-1)
• EPA Substance Registry System: 5-Chloro-2-fluorobenzyl bromide(71916-91-1)

Safety Data

• Hazard Codes: C,Xn
• Statements: 34-36/37/38-22
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 71916-91-1(Hazardous Substances Data)

Usage

Description

5-Chloro-2-fluorobenzyl bromide, also known as 2-(bromomethyl)-4-chloro-1-fluoro-benzene, is an organic compound with a molecular structure that features a benzene ring substituted with a bromine atom, a chlorine atom, and a fluorine atom. It is a valuable intermediate in the synthesis of various chemical compounds and pharmaceuticals due to its unique reactivity and structural properties.

Uses

Used in Pharmaceutical Industry:
5-Chloro-2-fluorobenzyl bromide is used as a key reactant for the synthesis of potential cell cycle inhibitors in HepG2 cells. Its unique molecular structure allows for the development of compounds that can interfere with the cell cycle, potentially leading to the inhibition of cancer cell growth and proliferation.
In the synthesis of cell cycle inhibitors, 5-Chloro-2-fluorobenzyl bromide is used as a starting material to create novel compounds that can target specific proteins or enzymes involved in the regulation of the cell cycle. By disrupting the cell cycle, these inhibitors can prevent cancer cells from dividing and multiplying, thus acting as a form of targeted chemotherapy.
The application of 5-Chloro-2-fluorobenzyl bromide in the pharmaceutical industry is significant, as it contributes to the development of new and more effective treatments for various types of cancer. Its versatility as a reactant allows for the exploration of different chemical pathways and the creation of a wide range of potential therapeutic agents.

InChI:InChI=1/C7H5BrClF/c8-4-5-3-6(9)1-2-7(5)10/h1-3H,4H2

Upstream product

• 452-66-4 5-chloro-2-fluorotoluene 

Downstream Products

• 71916-92-2 1-benzyl-4-(5-chloro-2-fluorobenzyl)-4-piperidinol 
• 188622-55-1 3-(5-Chloro-2-fluoro-benzyl)-pyrazine-2-carboxylic acid methyl ester 
• 214976-38-2 3-(5-Chloro-2-fluoro-benzyl)-5-methoxy-isonicotinic acid methyl ester 
• 1000890-05-0 (5-chloro-2-fluoro-benzyl)-phosphonic acid diethyl ester 
• 214976-39-3 3-(5-Chloro-2-fluoro-benzyl)-5-methoxy-isonicotinic acid 
• 188622-58-4 2-(5-Chloro-2-fluoro-benzyl)-nicotinic acid 
• 188622-61-9 3-(5-Chloro-2-fluoro-benzyl)-isonicotinic acid 
• 188622-62-0 2-(2-fluoro-5-chlorobenzyl)pyrazine-3-carboxylic acid 
• 135832-53-0 3-(5-chloro-2-fluorophenyl)propanol 
• 135832-52-9 3-(5-chloro-2-fluorophenyl)propionic acid 
• 135832-57-4 4-(3-hydroxypropyl)-3-fluorobenzenesulfonamide 
• 135832-54-1 3-(5-chloro-2-fluorophenyl)propyl acetate 
• 135832-56-3 4-(3-acetoxypropyl)-3-fluorobenzenesulfonamide 
• 135832-55-2 4-(3-acetoxypropyl)-2-chloro-5-fluorobenzenesulfonamide 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF ASENAPINE AND INTERMEDIATE PRODUCTS USED IN SAID PROCESS.

The invention relates to a novel process for the preparation of asenapine, i.e. trans-5- chloro-2-methyl-2,3,3a, 12b-tetrahydro-1 H-dibenz[2,3:6,7]oxepino[4,5-c]pyrrole, as well as to novel intermediate products for use in said process.

Synthesis of regioisomeric 6,9-(chlorofluoro)-substituted benzo[g]quinoline-5,10-diones, benzo[g]isoquinoline-5,10-diones and 6-chloro-9-fluorobenzo[g]quinoxaline-5,10-dione

Treatment of difluoro or chloro fluoro-substituted benzyl bromides 5a-c with zinc dust in tetrahydrofuran leads to the corresponding benzylic zinc bromides 6a-c. These organometallics on treatment with chlorosubstituted heterocyclic esters 4A and 4B mediated by nickel catalysis undergo couplings to yield dihalobenzyl substituted heterocyclic esters 7Aa-c and 7Ba-c. Treatment of 4c with 6c under Pd catalysis leads to 7Cc. The acids 8, prepared by hydrolysis of these esters, with treatment of fuming sulfuric acid undergo cyclizations and oxidations to yield the desired regioisomeric dihalo-substituted heterocyclic quinones 2.

Topically active carbonic anhydrase inhibitors. 4. [(hydroxyalkyl)sulfonyl]benzene and [(hydroxyalkyl)sulfonyl]thiophenesulfonamides

For several decades a tantalizing goal for the treatment of primary open-angle glaucoma has been the development of a topically active carbonic anhydrase inhibitor. Recent results from several research groups indicate that considerable progress has been made toward this objective. In this report, we present the design and synthesis of (hydroxyalkyl)sulfonyl-substituted benzene- and thiophenesulfonamides. These compounds exhibit inhibition of carbonic anhydrase II in the nanomolar range and lower intraocular pressure in the α-chymotrypsinized rabbit model of ocular hypertension after topical instillation.