2,3,5-Trifluorobenzyl bromide

Base Information

• Chemical Name: 2,3,5-Trifluorobenzyl bromide
• CAS No.: 226717-83-5
• Molecular Formula: C7H4BrF3
• Molecular Weight: 225.008
• Hs Code.: 2903999090
• European Community (EC) Number: 671-776-1
• DSSTox Substance ID: DTXSID20380351
• Wikidata: Q72511002
• Mol file: 226717-83-5.mol

Synonyms:2,3,5-Trifluorobenzyl bromide;226717-83-5;1-(bromomethyl)-2,3,5-trifluorobenzene;2,3,5-trifluorobenzylbromide;Benzene, 1-(bromomethyl)-2,3,5-trifluoro-;1-bromomethyl-2,3,5-trifluoro-benzene;SCHEMBL489929;DTXSID20380351;QPMAEHBAXJSICW-UHFFFAOYSA-N;CK2039;MFCD00083543;AKOS015854299;AC-26204;AS-45853;2,3,5-Trifluorobenzyl bromide, AldrichCPR;FT-0609453;A22252

Chemical Property of 2,3,5-Trifluorobenzyl bromide

Chemical Property:

• Vapor Pressure: 1.18mmHg at 25°C
• Refractive Index: 1.505
• Boiling Point: 181.1 °C at 760 mmHg
• Flash Point: 69.1 °C
• PSA: 0.00000
• Density: 1.71 g/cm³
• LogP: 2.99880
• 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: 131

Purity/Quality:

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

2,3,5-Trifluorobenzylbromide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1CBr)F)F)F

Technology Process of 2,3,5-Trifluorobenzyl bromide

There total 2 articles about 2,3,5-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: 72.0%

2,3,5-trifluorobenzyl alcohol (67640-33-9) → 1-(bromomethyl)-2,3,5-trifluorobenzene (226717-83-5)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; for 2.5h; Ambient temperature;

Reference yield:

2,3,5-trifluorobenzoic acid (654-87-5) → 1-(bromomethyl)-2,3,5-trifluorobenzene (226717-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / LiAlH₄ / diethyl ether / 1 h / in ice bath

2: 72 percent / NBS, Ph₃P / CH₂Cl₂ / 2.5 h / Ambient temperature

With N-Bromosuccinimide; lithium aluminium tetrahydride; triphenylphosphine; In diethyl ether; dichloromethane;

Reference yield: 98.0%

(R)-N-tert-butoxycarbonyl serine (3262-72-4,3850-40-6,6368-20-3,90582-28-8,84311-18-2) + 1-(bromomethyl)-2,3,5-trifluorobenzene (226717-83-5) → N-tert-butoxycarbonylamino-O-(2,3,5-trifluorobenzyl)-D-serine (616881-90-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2005.07.070

upstream raw materials:

2,3,5-trifluorobenzyl alcohol

2,3,5-trifluorobenzoic acid

Downstream raw materials:

methyl 6-methyl-1-phenoxycarbonyl-4-(2,3,5-trifluorobenzyl)-1,4-dihydronicotinate

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

N-tert-butoxycarbonylamino-O-(2,3,5-trifluorobenzyl)-D-serine

2-amino-N-[5-(4-chloro-phenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydro-1H-1λ⁶-isothiazol-4-ylmethyl]-N-ethyl-3-(2,3,5-trifluoro-benzyloxy)-propionamide

Refernces