2-Fluoro-5-(trifluoromethyl)benzyl bromide

Base Information

• Chemical Name: 2-Fluoro-5-(trifluoromethyl)benzyl bromide
• CAS No.: 220239-69-0
• Molecular Formula: C₈H₅BrF₄
• Molecular Weight: 257.025
• Hs Code.: 2903999090
• European Community (EC) Number: 671-098-6
• DSSTox Substance ID: DTXSID40372152
• Wikidata: Q72477443
• Mol file: 220239-69-0.mol

Synonyms:2-Fluoro-5-(trifluoromethyl)benzyl bromide;220239-69-0;2-(bromomethyl)-1-fluoro-4-(trifluoromethyl)benzene;2-fluoro-5-trifluoromethylbenzyl bromide;MFCD00061174;Benzene, 2-(bromomethyl)-1-fluoro-4-(trifluoromethyl)-;2-fluoro-5-(trifluoromethyl)benzylbromide;SCHEMBL268985;DTXSID40372152;AKOS005255568;2-fluoro-5-trifluoromethylbenzylbromide;AM62182;GS-3487;2-fluoro-5-trifluoromethyl benzyl bromide;BP-10531;SY018955;FT-0612352;A24192;2-bromomethyl-1-fluoro-4-trifluoromethyl-benzene;EN300-1929529;W-206712;2-Fluoro-5-(trifluoromethyl)benzyl bromide, AldrichCPR;2-Fluoro-5-(trifluoromethyl)benzyl Bromide

Chemical Property of 2-Fluoro-5-(trifluoromethyl)benzyl bromide

Chemical Property:

• Vapor Pressure: 0.831mmHg at 25°C
• Refractive Index: 1.479
• Boiling Point: 188.349 °C at 760 mmHg
• Flash Point: 87.773 °C
• PSA: 0.00000
• Density: 1.641 g/cm³
• LogP: 3.73940
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 255.95108
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoro-5-(trifluoromethyl)benzyl bromide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 34-36/37/38-52-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Fluoro-5-(trifluoromethyl)benzyl bromide

There total 2 articles about 2-Fluoro-5-(trifluoromethyl)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:

(2-fluoro-5-(trifluoromethyl)phenyl)methanol (207974-09-2) → 2-(bromomethyl)-1-fluoro-4-(trifluoromethyl)benzene (220239-69-0)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01615

Reference yield:

2-fluoro-5-(trifluoromethyl)benzoic acid (115029-23-7) → 2-(bromomethyl)-1-fluoro-4-(trifluoromethyl)benzene (220239-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; iodine / tetrahydrofuran / 0 °C

2: triphenylphosphine; carbon tetrabromide / dichloromethane / 20 °C / Inert atmosphere

With sodium tetrahydroborate; carbon tetrabromide; iodine; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.orglett.0c01615

Reference yield: 84.0%

2-(bromomethyl)-1-fluoro-4-(trifluoromethyl)benzene (220239-69-0) + disodium cis-1,2-dicyano-1,2-ethylenedithiolate (5466-54-6) → 2,3-bis[2-fluoro-5-(trifluoromethyl)benzylthio]maleonitrile

Guidance literature:

In methanol; for 18h; Reflux; Inert atmosphere;

DOI:10.1016/j.jfluchem.2013.02.012

upstream raw materials:

(2-fluoro-5-(trifluoromethyl)phenyl)methanol

2-fluoro-5-(trifluoromethyl)benzoic acid

Downstream raw materials:

(2S,4S)-2-amino-4-(2-fluoro-5-trifluoromethyl-benzyl)-pentane dioic acid

4-(2-fluoro-5-trifluoromethyl-benzyl)-piperidine

2-({(2S)-2-hydroxy-3-[5-(trifluoromethyl)-1'H,3H-spiro[1-benzofuran-2,4'-piperidin]-1'-yl]propyl}oxy)-4-[(4-methoxybenzyl)oxy]benzoic acid hydrochloride

1'-benzyl-5-(trifluoromethyl)-3H-spiro[1-benzofuran-2,4'-piperidine]

Refernces