5-Bromo-2-(chloromethyl)-1,3-difluorobenzene

Base Information

• Chemical Name: 5-Bromo-2-(chloromethyl)-1,3-difluorobenzene
• CAS No.: 175589-02-3
• Molecular Formula: C₇H₄BrClF₂
• Molecular Weight: 241.463
• Hs Code.: 2903998090
• DSSTox Substance ID: DTXSID50599393
• Wikidata: Q82495272
• Mol file: 175589-02-3.mol

Synonyms:175589-02-3;4-Bromo-2,6-difluorobenzyl chloride;5-Bromo-2-(chloromethyl)-1,3-difluorobenzene;5-Bromo-2-(aminomethyl)-1,3-difluorobenzene;MFCD09029218;Benzene, 5-bromo-2-(chloromethyl)-1,3-difluoro-;SCHEMBL8729481;DTXSID50599393;MANGANESEHYPOPHOSPHITEHYDRATE;AC8388;AKOS015961074;AM90066;AC-12988;BS-21760;SY249560;EN300-330657

Chemical Property of 5-Bromo-2-(chloromethyl)-1,3-difluorobenzene

Chemical Property:

• Vapor Pressure: 0.0988mmHg at 25°C
• Refractive Index: 1.528
• Boiling Point: 230.6°Cat760mmHg
• Flash Point: 93.3°C
• PSA: 0.00000
• Density: 1.703g/cm³
• LogP: 3.46610
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 239.91530
• Heavy Atom Count: 11
• Complexity: 122

Purity/Quality:

97% ^*data from raw suppliers

4-Bromo-2,6-difluorobenzylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)CCl)F)Br

Technology Process of 5-Bromo-2-(chloromethyl)-1,3-difluorobenzene

There total 3 articles about 5-Bromo-2-(chloromethyl)-1,3-difluorobenzene 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: 83.0%

(4-bromo-2,6-difluoro-phenyl)methanol (162744-59-4) + methanesulfonyl chloride (124-63-0) → 5-bromo-2-(chloromethyl)-1,3-difluorobenzene (175589-02-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

(4-bromo-2,6-difluoro-phenyl)methanol (162744-59-4) → 5-bromo-2-(chloromethyl)-1,3-difluorobenzene (175589-02-3)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield:

4-bromo-2,6-difluorobenzaldehyde (537013-51-7) → 5-bromo-2-(chloromethyl)-1,3-difluorobenzene (175589-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; methanol / 0.17 h / 0 °C

2: thionyl chloride / dichloromethane / 16 h / 0 - 20 °C

With methanol; sodium tetrahydroborate; thionyl chloride; In dichloromethane;

upstream raw materials:

4-bromo-2,6-difluorobenzaldehyde

(4-bromo-2,6-difluoro-phenyl)methanol

methanesulfonyl chloride

Downstream raw materials:

tert-butyl N-[(4-bromo-2,6-difluorophenyl)methyl]carbamate

tert-butyl N-[(4-cyano-2,6-difluorophenyl)methyl]carbamate