2-Bromo-1-(chloromethyl)-4-(trifluoromethyl)benzene

Base Information

• Chemical Name: 2-Bromo-1-(chloromethyl)-4-(trifluoromethyl)benzene
• CAS No.: 480438-96-8
• Molecular Formula: C8H5BrClF3
• Molecular Weight: 273.48
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID00380879
• Wikidata: Q72453101
• Mol file: 480438-96-8.mol

Synonyms:480438-96-8;2-bromo-1-(chloromethyl)-4-(trifluoromethyl)benzene;2-Bromo-4-(trifluoromethyl)benzyl chloride;2-bromo-4-trifluoromethylbenzyl chloride;SCHEMBL3690695;DTXSID00380879;FFTAVZITFBFVEC-UHFFFAOYSA-N;CK2001;MFCD03094249;AKOS015995403;AS-45841;FT-0702961;EN300-1938545;A871964

Chemical Property of 2-Bromo-1-(chloromethyl)-4-(trifluoromethyl)benzene

Chemical Property:

• Boiling Point: 234℃
• Flash Point: 95℃
• PSA: 0.00000
• Density: 1.639
• LogP: 4.20670
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 271.92152
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-4-(trifluoromethyl)benzylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(F)(F)F)Br)CCl

Technology Process of 2-Bromo-1-(chloromethyl)-4-(trifluoromethyl)benzene

There total 1 articles about 2-Bromo-1-(chloromethyl)-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:

(2-bromo-4-(trifluoromethyl)phenyl)methanol (497959-33-8) → 2-bromo-1-(chloromethyl)-4-(trifluoromethyl)benzene (480438-96-8)

Guidance literature:

With thionyl chloride; In dichloromethane; for 4h; Reflux;

DOI:10.1021/jacs.7b05880

Reference yield: 93.0%

2-bromo-1-(chloromethyl)-4-(trifluoromethyl)benzene (480438-96-8) → diethyl 2-(2-bromo-4-trifluoromethylbenzyl) malonate (68755-34-0)

Guidance literature:

diethyl malonate; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 10 - 20 ℃; for 1h;

2-bromo-1-(chloromethyl)-4-(trifluoromethyl)benzene; In DMF (N,N-dimethyl-formamide); at 20 ℃;

Reference yield:

2-bromo-1-(chloromethyl)-4-(trifluoromethyl)benzene (480438-96-8) + dimethyl amine (124-40-3) → 1-(2-bromo-4-(trifluoromethyl)phenyl)-N,N-dimethylmethanamine

Guidance literature:

With caesium carbonate; In ethanol; acetonitrile; for 6h; Reflux;

DOI:10.1021/jacs.7b05880

upstream raw materials:

(2-bromo-4-(trifluoromethyl)phenyl)methanol

Downstream raw materials:

diethyl 2-(2-bromo-4-trifluoromethylbenzyl) malonate

Refernces

• 1、 Aichhorn, Stefan,Bigler, Raphael,Myers, Eddie L.,Aggarwal, Varinder K.. "Enantiospecific Synthesis of ortho-Substituted Benzylic Boronic Esters by a 1,2-Metalate Rearrangement/1,3-Borotropic Shift Sequence". supporting information. p. 9519 - 9522. Retrieved 2017/07/25.