1-(Bromomethyl)-3-(trifluoromethyl)benzene

Base Information

• Chemical Name: 1-(Bromomethyl)-3-(trifluoromethyl)benzene
• CAS No.: 402-23-3
• Molecular Formula: C8H6BrF3
• Molecular Weight: 239.035
• Hs Code.: 29039990
• European Community (EC) Number: 206-938-9
• UNII: AQW68T8KB6
• DSSTox Substance ID: DTXSID90193192
• Nikkaji Number: J213.651A
• Wikidata: Q72511774
• Mol file: 402-23-3.mol

Synonyms:402-23-3;3-(Trifluoromethyl)benzyl bromide;1-(Bromomethyl)-3-(trifluoromethyl)benzene;3-Trifluoromethylbenzyl bromide;m-Trifluoromethylbenzyl bromide;3-(Bromomethyl)benzotrifluoride;3-Trifluoromethylbenzylbromide;1-bromomethyl-3-trifluoromethyl-benzene;Benzene, 1-(bromomethyl)-3-(trifluoromethyl)-;3-(trifluoromethyl)benzylbromide;alpha'-Bromo-alpha,alpha,alpha-trifluoro-m-xylene;AQW68T8KB6;EINECS 206-938-9;MFCD00000395;UNII-AQW68T8KB6;SCHEMBL4567;3-trifluormethyl benzylbromide;3-trifluoromethyl benzyl bromide;3-trifluoromethyl-benzyl bromide;MYYYZNVAUZVXBO-UHFFFAOYSA-;3-trifluoro methyl benzyl bromide;DTXSID90193192;3-(Trifluoromethyl) benzyl bromide;3-(trifluoromethyl)-benzyl bromide;3-trifluoromethylphenylmethyl bromide;AKOS005207000;AC-9765;AM62175;1-(bromomethyl)-3-trifluoromethylbenzene;1-Bromomethyl-3-(trifluoromethyl)benzene;3-(Trifluoromethyl)benzyl bromide, 98%;AS-13562;A6729;FT-0613937;T1782;1-(Bromomethyl)-3-(trifluoromethyl)benzene #;EN300-716215;alpha-Bromo-alpha',alpha',alpha'-trifluoro-m-xylene;F0001-1135;1-(bromomethyl)-3-(trifluoromethyl)benzene

Chemical Property of 1-(Bromomethyl)-3-(trifluoromethyl)benzene

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 22.1mmHg at 25°C
• Refractive Index: n20/D 1.492(lit.)
• Boiling Point: 213.3 °C at 760 mmHg
• Flash Point: 87°C
• PSA: 0.00000
• Density: 1.568 g/cm³
• LogP: 3.60030
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Lachrymatory
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 237.96050
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

3-(Trifluoromethyl)benzyl bromide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(F)(F)F)CBr
• Uses: Used in the preparation of 1-benzylazetidine-3-carboxylic acid derivatives as agonists and antagonists of the S1P5 receptor. 3-(Trifluoromethyl)benzyl bromide has been used in the preparation of flocoumafen.

Technology Process of 1-(Bromomethyl)-3-(trifluoromethyl)benzene

There total 5 articles about 1-(Bromomethyl)-3-(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: 94.0%

3-Trifluoromethylbenzaldehyde (454-89-7) → 1-bromomethyl-3-trifluoromethylbenzene (402-23-3)

Guidance literature:

With polymethylhydrosiloxane; dimethylbromosulphonium bromide; In chloroform; at 20 ℃; for 7h;

DOI:10.1016/j.tetlet.2007.07.125

Reference yield: 93.8%

1-methyl-3-trifluoromethyl-benzene (401-79-6) → 1-bromomethyl-3-trifluoromethylbenzene (402-23-3)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 85 ℃; for 12h;

DOI:10.1021/acsmedchemlett.6b00328

Reference yield: 67.0%

3-(trifluoromethyl)benzyl alcohol (349-75-7) → 1-bromomethyl-3-trifluoromethylbenzene (402-23-3)

Guidance literature:

With phosphorus tribromide; In dichloromethane; water; at 10 ℃;

upstream raw materials:

3-(trifluoromethyl)benzyl alcohol

1-methyl-3-trifluoromethyl-benzene

3-Trifluoromethylbenzaldehyde

3-(trifluoromethyl)phenylmagnesium bromide

Downstream raw materials:

(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid 3-trifluoromethyl-benzyl ester

5-chloro-1-(3-trifluoromethyl-benzyl)-1H-indole-2-carboxylic acid ethyl ester

Dimethyl-{3-[1-(3-trifluoromethyl-benzyl)-cycloheptyloxy]-propyl}-amine

{4'-methoxy-3'-[1-(3-trifluoromethylbenzyloxyimino)ethyl]-biphenyl-3-yl}acetic acid

Refernces

• 1、 Welsch, Matthew E.,Zhou, Jian,Gao, Yueqiang,Yan, Yunqing,Porter, Gene,Agnihotri, Gautam,Li, Yingjie,Lu, Henry,Chen, Zhongguo,Thomas, Stephen B.. "Discovery of Potent and Selective Leads against Toxoplasma gondii Dihydrofolate Reductase via Structure-Based Design". supporting information. p. 1124 - 1129. Retrieved 2016/12/16.
• 2、 Das, Biswanath,Srinivas, Yallamalla,Holla, Harish,Laxminarayana, Keetha,Narender, Ravirala. "An efficient synthesis of benzyl bromides from aromatic aldehydes using polymethylhydrosiloxane and (bromodimethyl)sulfonium bromide or N-bromosuccinimide". . p. 6681 - 6683. Retrieved 2008/03/12.