402-23-3

Basic information

• Product Name: 3-(Trifluoromethyl)benzyl bromide
• Synonyms: 3-(TrifluoroMethyl)broMide;3-(Bromomethyl)benzotrifluoride alpha-Bromo-alpha',alpha',alpha'-trifluoro-m-xylene;3-(Bromomethyl)benzotrifluoride, 1-(Bromomethyl)-3-(trifluoromethyl)benzene;ALPHA'-BROMO-ALPHA,ALPHA,ALPHA-TRIFLUORO-M-XYLENE;ALPHA-BROMO-ALPHA',ALPHA',ALPHA'-TRIFLUORO-M-XYLENE;A'-BROMO-A,A,A-TRIFLUORO-M-XYLENE;3-(TRIFLUOROMETHYL)BENZYL BROMIDE;3-(BROMOMETHYL)BENZOTRIFLUORIDE
• CAS NO: 402-23-3
• Molecular Formula: C₈H₆BrF₃
• Molecular Weight: 239.03
• EINECS: 206-938-9
• Product Categories: NULL;Halogenated Heterocycles ,Pyrimidines;Fluoro-contained benzyl bromide series;Aromatic Halides (substituted);Miscellaneous;Benzenes;Benzyl;Aromatics;Miscellaneous Reagents
• Mol File: 402-23-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 69 °C4 mm Hg(lit.)
• Flash Point: 190 °F
• Appearance: Colorless to light yellow liquid
• Density: 1.565 g/mL at 25 °C(lit.)
• Vapor Pressure: 22.1mmHg at 25°C
• Refractive Index: n20/D 1.492(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive: Lachrymatory
• BRN: 743243
• CAS DataBase Reference: 3-(Trifluoromethyl)benzyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Trifluoromethyl)benzyl bromide(402-23-3)
• EPA Substance Registry System: 3-(Trifluoromethyl)benzyl bromide(402-23-3)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45-25
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 402-23-3(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

Uses

Different sources of media describe the Uses of 402-23-3 differently. You can refer to the following data:
1. Used in the preparation of 1-benzylazetidine-3-carboxylic acid derivatives as agonists and antagonists of the S1P5 receptor.
2. 3-(Trifluoromethyl)benzyl bromide has been used in the preparation of flocoumafen.

InChI:InChI=1/C8H4F6/c9-7(10,11)5-2-1-3-6(4-5)8(12,13)14/h1-4H

Upstream product

• 454-89-7 3-Trifluoromethylbenzaldehyde 
• 402-26-6 3-(trifluoromethyl)phenylmagnesium bromide 
• 401-79-6 1-methyl-3-trifluoromethyl-benzene 
• 349-75-7 3-(trifluoromethyl)benzyl alcohol 

Downstream Products

• 788-03-4 N-(3-Trifluormethyl-benzyloxy)-carbamidsaeure-ethylester 
• 2729-72-8 N-(2-Trifluormethyl-benzyl)-N-(3-trifluormethyl-benzyloxy)-carbamidsaeure-ethylester 
• 2338-76-3 3-trifluoromethylphenylacetonitrile 
• 130828-94-3 [1-{[1-Phenyl-meth-(E)-ylidene]-amino}-2-(3-trifluoromethyl-phenyl)-ethyl]-phosphonic acid diethyl ester 
• 103119-48-8 1-[3-(3-Trifluoromethyl-benzyloxy)-phenyl]-hexan-1-ol 
• 145243-33-0 2-(Benzhydrylidene-amino)-3-(3-trifluoromethyl-phenyl)-propionic acid methyl ester 
• 104586-84-7 3,4-Dihydro-9-(3-trifluoromethylbenzylamino)acridin-1(2H)-one 
• 104705-70-6 9-(3-Trifluoromethyl-benzylsulfanyl)-1,2,3,4-tetrahydro-acridine 
• 119984-56-4 1-(3-trifluoromethyl)benzyl-5-n-octyloxy-pyrrolidin-2-one 
• 3029-30-9 naphthalene-1,4-dicarbonitrile 
• 401-79-6 1-methyl-3-trifluoromethyl-benzene 
• 19519-94-9 3-Trifluormethyl-benzylfluorid 
• 162011-52-1 1-[2-Hydroxy-5-(3-trifluoromethyl-benzyloxy)-phenyl]-ethanone 

Relevant articles and documents

[1,3]-Claisen rearrangement via removable functional group mediated radical stabilization

A thermal O-to-C [1,3]-rearrangement of α-hydroxy acid derived enol ethers was achieved under mild conditions. The 2-aminothiophenol protection of carboxylic acids facilitates formation of the [1,3] precursor and its thermal rearrangement via stabilization of a radical intermediate. Experimental and theoretical evidence for dissociative radical pair formation, its captodative stability via aminothiophenol, and a unique solvent effect are presented. The aminothiophenol was deprotected from rearrangement products as well as after derivatization to useful synthons.

Visible-light-promoted Wohl-Ziegler functionalization of organic molecules with N-bromosuccinimide under solvent-free reaction conditions

The visible-light-induced transformation of toluenes with N-bromosuccinimide (NBS) under solvent-free reaction conditions (SFRC) was studied. The reaction took place in spite of the very restricted molecular motion; toluenes could be regioselectively converted to benzyl bromides. Selective radical-chain reactions with NBS were carried out in liquid/liquid and in solid/solid systems; furthermore, reactions could be performed in the presence of air. The radical scavenger TEMPO (=2,2,6,6-tetramethylpiperidin-1- yloxy) completely suppressed the side-chain bromination of toluenes with NBS under SFRC. Electron-withdrawing groups decreased the reactivity of the toluenes, and the Hammett reaction constant ρ+ = -1.7 indicated involvement of polar radical intermediates with electrophilic character.

Aryl sulfonamide and sulfonyl compounds as modulators of PPAR and methods of treating metabolic disorders

Aryl sulfonamide and sulfonyl compounds as modulators of peroxisome proliferator activated receptors, pharmaceutical compositions comprising the same, and methods of treating disease using the same are disclosed.