3,4,5-Trifluorobenzyl bromide

Base Information

• Chemical Name: 3,4,5-Trifluorobenzyl bromide
• CAS No.: 220141-72-0
• Molecular Formula: C7H4 Br F3
• Molecular Weight: 225.008
• Hs Code.: 29039990
• European Community (EC) Number: 625-477-8
• DSSTox Substance ID: DTXSID40380358
• Nikkaji Number: J2.894.822K
• Wikidata: Q72511017
• Mol file: 220141-72-0.mol

Synonyms:3,4,5-Trifluorobenzyl bromide;220141-72-0;5-(Bromomethyl)-1,2,3-trifluorobenzene;Benzene, 5-(bromomethyl)-1,2,3-trifluoro-;MFCD00083528;A-Bromo-3,4,5-Trifluorotoluene;SCHEMBL391029;DTXSID40380358;MPEKZIYOLQCWLL-UHFFFAOYSA-N;AKOS005064099;3,4,5-Trifluorobenzyl bromide, 95%;CS-W022253;DS-1386;AC-26206;SY032265;FT-0614143;T2464;A22308;EN300-1895872

Chemical Property of 3,4,5-Trifluorobenzyl bromide

Chemical Property:

• Vapor Pressure: 0.827mmHg at 25°C
• Refractive Index: n20/D 1.5050(lit.)
• Boiling Point: 188.4°Cat760mmHg
• Flash Point: 75.1°C
• PSA: 0.00000
• Density: 1.71g/cm³
• LogP: 2.99880
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 223.94485
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

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

3,4,5-Trifluorobenzyl Bromide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)F)F)CBr

Technology Process of 3,4,5-Trifluorobenzyl bromide

There total 2 articles about 3,4,5-Trifluorobenzyl 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:

(3,4,5-trifluorophenyl)methanol (220227-37-2) → 3,4,5-trifluorobenzyl bromide (220141-72-0)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In diethyl ether; at 25 ℃; for 0.666667h;

DOI:10.1021/jp0021042

Reference yield:

3,4,5-trifluorobenzaldehyde (132123-54-7) → 3,4,5-trifluorobenzyl bromide (220141-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / ethanol / 0.5 h / 20 °C

2: CBr₄; PPh₃ / diethyl ether / 0.67 h / 25 °C

With sodium tetrahydroborate; carbon tetrabromide; triphenylphosphine; In diethyl ether; ethanol; 1: Reduction / 2: Substitution;

DOI:10.1021/jp0021042

Reference yield: 98.0%

potassium cyanide + 3,4,5-trifluorobenzyl bromide (220141-72-0) → (3,4,5-trifluorophenyl)-acetonitrile (220228-03-5)

Guidance literature:

With 18-crown-6 ether; In acetonitrile; at 50 ℃; for 3h;

upstream raw materials:

(3,4,5-trifluorophenyl)methanol

3,4,5-trifluorobenzaldehyde

Downstream raw materials:

diethyl 2-acetamido-2-(3,4,5-trifluorobenzyl)malonate

thioacetic acid S-(3,4,5-trifluorobenzyl) ester

3,4,5-trifluoro-L-phenylalanine

3,4,5-trifluoro-D-phenylalanine

Refernces

• 1、 Badjic, Jovica D.,Kostic, Nenad M.. "Unexpected interactions between sol-gel silica glass and guest molecules. Extraction of aromatic hydrocarbons into polar silica from hydrophobie solvents". . p. 11081 - 11087. Retrieved 2007/10/03.