1-(Bromomethyl)-4-(trifluoromethyl)benzene

Base Information

• Chemical Name: 1-(Bromomethyl)-4-(trifluoromethyl)benzene
• CAS No.: 402-49-3
• Molecular Formula: C8H6BrF3
• Molecular Weight: 239.035
• Hs Code.: 29039990
• European Community (EC) Number: 206-947-8
• UNII: T5YRU2P3EP
• DSSTox Substance ID: DTXSID30193196
• Nikkaji Number: J213.654F
• Wikidata: Q72511777
• Mol file: 402-49-3.mol

Synonyms:402-49-3;4-(Trifluoromethyl)benzyl bromide;1-(Bromomethyl)-4-(trifluoromethyl)benzene;4-Trifluoromethylbenzyl bromide;4-(Bromomethyl)benzotrifluoride;Benzene, 1-(bromomethyl)-4-(trifluoromethyl)-;p-Trifluoromethylbenzyl bromide;4-(trifluoromethyl)benzylbromide;4-trifluoromethyl benzyl bromide;MFCD00000403;alpha'-Bromo-alpha,alpha,alpha-trifluoro-p-xylene;4-trifluoromethylbenzylbromide;4-(trifluoromethyl) benzyl bromide;EINECS 206-947-8;p-(trifluoromethyl)benzyl bromide;4-(trifluoromethyl)-benzyl bromide;T5YRU2P3EP;SCHEMBL4229;4-trifluoromethybenzyl bromide;4-trifluoromethyl benzylbromide;4-trifluoromethyl-benzylbromide;4-trifluoromethylbenzyl-bromide;4-(trifloromethyl)benzylbromide;4-trifluromethyl benzyl bromide;p-trifluoromethyl-benzyl bromide;4-trifluoromethyl-benzyl bromide;4-(trifluoromethyl)-benzylbromide;DTXSID30193196;4-(Trifluoromethyl) benzylbromide;4-trifluoromethylphenylmethyl bromide;A'-Bromo-A,A,A-trifluoro-p-xylene;BBL027295;bromomethyl-4-trifluoromethyl-benzene;STL377330;1-bromomethyl-4-trifluoromethylbenzene;AKOS001171475;AC-9767;AM62176;CS-W018337;GS-3501;1-bromomethyl-4-trifluoromethyl-benzene;4-(Trifluoromethyl)benzyl bromide, 98%;[4-(trifluoromethyl)-phenyl]methyl bromide;A6732;FT-0616922;T1313;1-(Bromomethyl)-4-(trifluoromethyl)benzene #;EN300-15248;alpha-Bromo-alpha',alpha',alpha'-trifluoro-p-xylene;W-106371;F2190-0266;.alpha.'-Bromo-.alpha.,.alpha.,.alpha.-trifluoro-p-xylene;1-(bromomethyl)-4-(trifluoromethyl)benzene

Chemical Property of 1-(Bromomethyl)-4-(trifluoromethyl)benzene

Chemical Property:

• Appearance/Colour: white to light yellow crystalline
• Vapor Pressure: 4.85mmHg at 25°C
• Melting Point: 29-33 °C(lit.)
• Refractive Index: n20/D 1.484(lit.)
• Boiling Point: 202.9 °C at 760 mmHg
• Flash Point: 88.9 °C
• PSA: 0.00000
• Density: 1.568 g/cm³
• LogP: 3.60030
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Lachrymatory
• Water Solubility.: Insoluble in water.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 237.96050
• Heavy Atom Count: 12
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

4-(Trifluoromethyl)benzyl Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45-25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CBr)C(F)(F)F
• Uses: 4-(Trifluoromethyl)benzyl Bromide is a useful building block. It is used in the synthesis of 1-(Substituted benzyl)-2-substituted-5,6-dichlorobenzimidazoles with antiviral activities.It is also used to prepare 2-[(4-diarylmethoxy)phenyl]benzimidazoles as potent inhibitors of hepatitis C virus NS5B polymerase. 4-(Trifluoromethyl)benzyl bromide can be used to produce p-trifluoromethylbenzyl phenyl sulfide. It is used in medicine.

Technology Process of 1-(Bromomethyl)-4-(trifluoromethyl)benzene

There total 12 articles about 1-(Bromomethyl)-4-(trifluoromethyl)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

4-methylbenzotrifluoride (6140-17-6) → 4-bromomethyltrifluoromethylbenzene (402-49-3)

Guidance literature:

4-methylbenzotrifluoride; With N-Bromosuccinimide; In tetrachloromethane; for 0.0833333h;

With 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 70 ℃; for 12h;

DOI:10.1039/c4cc01255k

Reference yield: 86.0%

4-(trifluoromethyl)benzylic alcohol (349-95-1) → 4-bromomethyltrifluoromethylbenzene (402-49-3)

Guidance literature:

With 1H-imidazole; bromine; triphenylphosphine; In dichloromethane; at 0 - 22 ℃; Inert atmosphere;

DOI:10.1021/jm1000979

Reference yield: 85.0%

4-trifluoromethylbenzoic acid (455-24-3) → 4-bromomethyltrifluoromethylbenzene (402-49-3)

Guidance literature:

With trimethylsilyl bromide; 1,1,3,3-Tetramethyldisiloxane; indium tribromide; In chloroform; at 60 ℃; for 2h; Sealed tube; Inert atmosphere;

DOI:10.1021/ol302168q

upstream raw materials:

4-(trifluoromethyl)benzylic alcohol

4-methylbenzotrifluoride

3-(p-trifluoromethylbenzyloxy)-3-bromoaziridine

ethyl 4-(trifluoromethyl)benzoate

Downstream raw materials:

4-Trifluoromethylbenzaldehyde

phenyl(4-(trifluoromethyl)benzyl)sulfane

3-Cyano-1-(4-trifluoromethyl-benzyl)-pyridinium; bromide

3-Cyano-1-(4-trifluoromethyl-benzyl)-quinolinium; bromide

Refernces

• 1、 Ye, Fei,Berger, Florian,Jia, Hao,Ford, Joseph,Wortman, Alan,B?rgel, Jonas,Genicot, Christophe,Ritter, Tobias. "Aryl Sulfonium Salts for Site-Selective Late-Stage Trifluoromethylation". supporting information. p. 14615 - 14619. Retrieved 2019/09/17.
• 2、 Sri Ramya,Angapelly, Srinivas,Guntuku, Lalita,Singh Digwal, Chander,Nagendra Babu, Bathini,Naidu,Kamal, Ahmed. "Synthesis and biological evaluation of curcumin inspired indole analogues as tubulin polymerization inhibitors". . p. 100 - 114. Retrieved 2016/12/30.