2-(Trifluoromethoxy)benzyl bromide

Base Information

• Chemical Name: 2-(Trifluoromethoxy)benzyl bromide
• CAS No.: 198649-68-2
• Molecular Formula: C8H6BrF3O
• Molecular Weight: 255.034
• Hs Code.: 2909309090
• European Community (EC) Number: 642-461-6
• DSSTox Substance ID: DTXSID80380438
• Nikkaji Number: J2.646.674A
• Wikidata: Q72511350
• Mol file: 198649-68-2.mol

Synonyms:2-(Trifluoromethoxy)benzyl bromide;198649-68-2;1-(bromomethyl)-2-(trifluoromethoxy)benzene;Benzene, 1-(bromomethyl)-2-(trifluoromethoxy)-;2-(trifluoromethoxy)benzylbromide;2-Trifluoromethoxy Benzyl bromide;alpha-Bromo-2-(trifluoromethoxy)toluene;SCHEMBL121522;TUNSVUOTVLWNQT-UHFFFAOYSA-;2-(trifluromethoxy)benzyl bromide;DTXSID80380438;2-(trifluoromethoxy)-benzyl bromide;MFCD00236321;AKOS007930186;AC-7451;AM62170;AS-12523;A4353;FT-0608942;T2311;2-(trifluoromethoxy)benzyl bromide, AldrichCPR;EN300-1933452;InChI=1/C8H6BrF3O/c9-5-6-3-1-2-4-7(6)13-8(10,11)12/h1-4H,5H2

Chemical Property of 2-(Trifluoromethoxy)benzyl bromide

Chemical Property:

• Vapor Pressure: 0.704mmHg at 25°C
• Melting Point: 32oC
• Refractive Index: 1.4812
• Boiling Point: 191.7 °C at 760 mmHg
• Flash Point: 86.6 °C
• PSA: 9.23000
• Density: 1.6 g/cm³
• LogP: 3.48010
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 253.95541
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

98% ^*data from raw suppliers

2-(Trifluoromethoxy)benzyl Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CBr)OC(F)(F)F

Technology Process of 2-(Trifluoromethoxy)benzyl bromide

There total 4 articles about 2-(Trifluoromethoxy)benzyl bromide 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%

2-trifluoromethoxy-benzyl alcohol (175278-07-6) → 2-(trifluoromethoxy)benzyl bromide (198649-68-2)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jacs.9b07267

Reference yield:

CBr4 + 2-trifluoromethoxy-benzyl alcohol (175278-07-6) → 2-(trifluoromethoxy)benzyl bromide (198649-68-2)

Guidance literature:

With triphenylphosphine;

Reference yield:

2-(trifluoromethoxy)benzaldehyde (94651-33-9) → 2-(trifluoromethoxy)benzyl bromide (198649-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / methanol / 0 °C

2.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran

2.2: 1 h / 0 °C

With sodium tetrahydroborate; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1002/cmdc.201600491

upstream raw materials:

2-trifluoromethoxy-benzyl alcohol

2-(trifluoromethoxy)benzaldehyde

Downstream raw materials:

3-[4-(2-trifluoromethoxybenzyloxy)phenyl]isoxazole-5-carboxylic acid amide

Refernces

• 1、 -. "RORγ MODULATORS". Page/Page column 21; 38-39; 66. . Retrieved 2018/04/13.
• 2、 -. "Tocolytic oxytocin receptor antagonists". . . Retrieved 2008/06/13.