50824-05-0

Basic information

• Product Name: 4-(Trifluoromethoxy)benzyl bromide
• Synonyms: 4-(TRIFLUOROMETHOXY)BENZYL BROMIDE;ALPHA-BROMO-4-(TRIFLUOROMETHOXY)TOLUENE;1-(BROMOMETHYL)-4-(TRIFLUOROMETHOXY)BENZENE;TIMTEC-BB SBB006578;P-TritluromethoxybenzylBromide;4-(Trifluoromethoxy)benzyl;4-(Trifluoromethoxy)benzyl bromide 97%;4-(Trifluoromethoxy)benzylbromide97%
• CAS NO: 50824-05-0
• Molecular Formula: C₈H₆BrF₃O
• Molecular Weight: 255.03
• Product Categories: Aromatic Halides (substituted);Miscellaneous;Ethers;Organic Building Blocks;Oxygen Compounds;Trifluoro-methoxy-benzene series
• Mol File: 50824-05-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 22-24°C
• Boiling Point: 82-84 °C10 mm Hg(lit.)
• Flash Point: 202 °F
• Appearance: Clear faintly yellow/Liquid or Low Melting Solid
• Density: 1.594 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.44mmHg at 25°C
• Refractive Index: n20/D 1.48(lit.)
• Storage Temp.: Refrigerated.
• Sensitive: Lachrymatory
• BRN: 2521451
• CAS DataBase Reference: 4-(Trifluoromethoxy)benzyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Trifluoromethoxy)benzyl bromide(50824-05-0)
• EPA Substance Registry System: 4-(Trifluoromethoxy)benzyl bromide(50824-05-0)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 50824-05-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 50824-05-0 differently. You can refer to the following data:
1. 4-Trifluoromethoxybenzyl Bromide is a useful synthetic intermediate. It is used to prepare (nitro)[(trifluoromethoxy)benzyloxy]dihydroimidazo[2,1-b][1,3]oxazines with antitubercular activities. It is also used to synthesize tetrahydronaphthalenols with anti-allergic activities.
2. 4-(Trifluoromethoxy)benzyl bromide may be used in the synthesis of bioreductive drug, (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (PA-824).

Chemical Properties

Colorless to light yellow liqui

General Description

Polymerizations of 4-(trifluoromethoxy)benzyl bromide, via Friedel-Crafts polymerization using aluminum chloride as a catalyst has been reported.

InChI:InChI=1/C9H7F9O2/c1-2-5(19)20-4-3-6(10,11)7(12,8(13,14)15)9(16,17)18/h2H,1,3-4H2

Upstream product

• 456-55-3 1-trifluoromethoxybenzene 
• 587-18-8 4-trifluoromethoxy-benzoic acid ethyl ester 
• 659-28-9 p-trifluoromethoxybenzaldehyde 
• 1736-74-9 4-trifluoromethoxybenzyl alcohol 

Downstream Products

• 49561-96-8 (4-trifluoromethoxy-phenyl)-acetonitrile 
• 280135-08-2 5-(4-trifluoromethoxybenzyloxy)methyl-1-naphthaldehyde 
• 632626-49-4 3-{2-[5-bromo-2-(4-trifluoromethoxybenzyloxy)phenyl]-5-methyl-pyrrol-1-yl}-benzoic acid ethyl ester 
• 954386-76-6 5-Nitro-1-(4-(trifluoromethoxy)benzyl)-1H-indole 
• 921623-40-7 tert-butyl 2-[(diphenylmethylene)amino]-3-[4-(trifluoromethoxy)phenyl]propanoate 
• 719290-25-2 4-[(4-cyclohexylbenzyl)-(4-trifluoromethoxybenzyl)amino]benzoic acid methyl ester 
• 688756-14-1 (2R,5R)-2-tert-butyl-3-(3,5-dichloro-phenyl)-5-methyl-1-(2,2,2-trifluoro-acetyl)-5-(4-trifluoromethoxy-benzyl)-imidazolidin-4-one 
• 861162-21-2 1-[4-(trifluoromethoxy)benzyl]-1H-1,2,4-triazole 
• 1133340-46-1 3-tert-butoxycarbonyl-7-chloro-6-(4-trifluoromethoxy-benzylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine 
• 596115-53-6 5-ethyl-N-[2-(4-methoxy-3-methylphenyl)ethyl]-N-[4-(trifluoromethoxy)benzyl]pyrimidin-2-amine 
• 871792-90-4 1-[4-(4-trifluoromethoxy-benzyloxy)-phenyl]-ethanone 

Relevant articles and documents

Synthesis and biological evaluation of curcumin inspired indole analogues as tubulin polymerization inhibitors

In our endeavour towards the development of potent cytotoxic agents, a series of some new curcumin inspired indole analogues, in which indole and phenyl moieties are linked on either sides of 1,5-diaryl-1,4-pentadien-3-one system have been synthesized and characterized by spectral data. All the newly synthesized analogues were tested for their cytotoxic potential against a panel of eight cancer cell lines namely, lung (A549), breast (MDA-MB-231, BT549 and 4T1), prostate (PC-3, DU145), gastric (HGC-27) and cervical (HeLa). Notably, among all the compounds tested, compounds 11c, 11d and 11f showed potent growth inhibition on PC-3 and BT549 with IC50values in the range of 3.12–6.34?μM and 4.69–8.72?μM respectively. The most active compound (11c) was also tested on RWPE-1 (normal prostate) cells and was found to be safe compared to the PC-3?cells. In tubulin polymerization assay, compounds 11c and 11f effectively inhibited microtubule assembly with IC50values of 10.21?±?0.10 and 8.83?±?0.06?μM respectively. The results from molecular modelling studies revealed that these compounds bind at the colchicine binding site of the tubulin. Moreover, DAPI and acridine orange/ethidium bromide staining studies indicated that compounds 11c and 11f can induce apoptosis in PC-3?cells. Further flow-cytometry analysis revealed that compound 11c arrests PC-3?cells in G2/M phase of the cell cycle while compound 11f treatment resulted in moderate increase in the G2/M population. Additionally, the treatment by these compounds led to the impairment of mitochondrial membrane potential (DΨm) in PC-3?cells.

SULFONYL-SUBSTITUTED BICYCLIC COMPOUNDS AS MODULATORS OF PPAR

The present invention relates to compounds and methods useful as inhibitors of PPAR, particularly PPARδ, and for the treatment or prevention of PPAR-mediated diseases, including metabolic diseases.

PROCESS FOR PREPARING 2-(4-TRIFLUOROMETHOXYPHENYL)ETHYLAMINE AND 4-BROMOMETHYL-AND 4-CHLOROMETHYL-1-TRIFLUOROMETHOXYBENZENE

The invention relates to a process for preparing 2-(4-trifluoromethoxyphenyl)ethylamine in an advantageous manner by (a) converting trifluoromethoxybenzene by halomethylation into halogenomethyl-1-trifluoromethoxybenzene, (b) converting the halogenomethyl