1-(Bromomethyl)-2-(trifluoromethyl)benzene

Base Information

• Chemical Name: 1-(Bromomethyl)-2-(trifluoromethyl)benzene
• CAS No.: 395-44-8
• Molecular Formula: C8H6BrF3
• Molecular Weight: 239.035
• Hs Code.: 29039990
• European Community (EC) Number: 206-901-7
• DSSTox Substance ID: DTXSID70192643
• Nikkaji Number: J213.634A
• Wikidata: Q72511781
• Mol file: 395-44-8.mol

Synonyms:395-44-8;2-(Trifluoromethyl)benzyl bromide;1-(Bromomethyl)-2-(trifluoromethyl)benzene;2-Trifluoromethylbenzyl bromide;2-(trifluoromethyl)benzylbromide;o-Trifluoromethylbenzyl bromide;Benzene, 1-(bromomethyl)-2-(trifluoromethyl)-;C8H6BrF3;EINECS 206-901-7;1-Bromomethyl-2-trifluoromethyl-benzene;alpha'-Bromo-alpha,alpha,alpha-trifluoro-o-xylene;SCHEMBL4527;2-trifluoromethyl-benzylbromide;2-(Bromomethyl)benzotrifluoride;2-trifluoromethyl benzyl bromide;2-trifluoromethyl-benzyl bromide;o-(trifluoromethyl)benzyl bromide;DTXSID70192643;2-(trifluoromethyl)-benzyl bromide;MFCD00013558;AKOS009157777;AM61525;CS-W010300;PS-9990;1-Bromomethyl-2-(trifluoromethyl)benzene;2-(Trifluoromethyl)benzyl bromide, 96%;AC-16904;A6616;FT-0608964;T2768;EN300-198047;alpha-Bromo-alpha',alpha',alpha'-trifluoro-o-xylene;J-503505;F0001-1110

Chemical Property of 1-(Bromomethyl)-2-(trifluoromethyl)benzene

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 6.19mmHg at 25°C
• Melting Point: 34-35 °C
• Refractive Index: 1.496-1.499
• Boiling Point: 201.9 °C at 760 mmHg
• Flash Point: 83.3 °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
• XLogP3: 3.4
• 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

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CBr)C(F)(F)F
• Uses: 2-(Trifluoromethyl)Benzyl Bromide (cas# 395-44-8) is a useful research chemical. 2-(Trifluoromethyl)benzyl bromide may be used in chemical synthesis.

Technology Process of 1-(Bromomethyl)-2-(trifluoromethyl)benzene

There total 6 articles about 1-(Bromomethyl)-2-(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: 62.0%

diethyl 2,6-dimethyl-4-(2-(trifluoromethyl)benzyl)-1,4-dihydropyridine-3,5-dicarboxylate → o-trifluoromethylbenzyl bromide (395-44-8)

Guidance literature:

With dipotassium peroxodisulfate; tris(2,2′-bipyridyl)dichlororuthenium(II) hexahydrate; sodium bromide; In water; acetonitrile; at 20 ℃; for 24h; regioselective reaction; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.9b01337

Reference yield:

(2-(trifluoromethyl)phenyl)methanol (346-06-5) → o-trifluoromethylbenzyl bromide (395-44-8)

Guidance literature:

(bromination);

Reference yield:

2-Trifluoromethylbenzaldehyde (447-61-0) → o-trifluoromethylbenzyl bromide (395-44-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetra(n-butyl)ammonium hydrogensulfate / ethylene glycol / 4 h / 80 °C / Sealed tube; Inert atmosphere

2: sodium bromide; dipotassium peroxodisulfate; tris(2,2′-bipyridyl)dichlororuthenium(II) hexahydrate / acetonitrile; water / 24 h / 20 °C / Sealed tube; Inert atmosphere; Irradiation

With dipotassium peroxodisulfate; tris(2,2′-bipyridyl)dichlororuthenium(II) hexahydrate; tetra(n-butyl)ammonium hydrogensulfate; sodium bromide; In water; ethylene glycol; acetonitrile;

DOI:10.1021/acs.orglett.9b01337

upstream raw materials:

(2-(trifluoromethyl)phenyl)methanol

[2-(trifluoromethyl)phenyl]magnesium bromide

2-trifluoromethylbenzoic acid

2-trifluoromethylphenylmagnesium chloride

Downstream raw materials:

3-Phenyl-4-(o-trifluormethylphenyl)-2-butanon

(2S,3S)-2,3-bis(2-trifluoromethylphenylmethoxy)-1,4-bis(allyloxy)butane

C₁₉H₁₁BrF₃N₃OS

C₁₀H₁₂F₃N

Refernces

• 1、 Nishiwaki, Hisashi,Nakagawa, Yoshiaki,Takeda, David Y.,Okazawa, Atsushi,Akamatsu, Miki,Miyagawa, Hisashi,Ueno, Tamio,Nishimura, Keiichiro. "Binding activity of substituted benzyl derivatives of chloronicotinyl insecticides to housefly-head membranes, and its relationship to insecticidal activity against the housefly Musca domestica". . p. 875 - 881. Retrieved 2007/10/03.
• 2、 SHORT,BIERMACHER. "Sympathetic nervous system blocking agents. Investigation of ethyl-, hydroxyethyl-, vinyloxyethyl-, and propargyl-benzyldimethylammonium halides and related compounds.". . p. 881 - 884. Retrieved 2007/10/04.