4-(Chloromethyl)-1-fluoro-2-nitrobenzene

Base Information

• Chemical Name: 4-(Chloromethyl)-1-fluoro-2-nitrobenzene
• CAS No.: 20274-70-8
• Molecular Formula: C7H5ClFNO2
• Molecular Weight: 190
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID60595008
• Wikidata: Q82489940
• Mol file: 20274-70-8.mol

Synonyms:4-(Chloromethyl)-1-fluoro-2-nitrobenzene;20274-70-8;4-fluoro-3-nitrobenzylchloride;4-FLUORO-3-NITROBENZYL CHLORIDE;Benzene, 4-(chloromethyl)-1-fluoro-2-nitro-;SCHEMBL4124874;DTXSID60595008;CL8730;MFCD11110173;AKOS006306667;DS-17973;4-(ChloroMethyl)-1-fluoro-2-nitro-benzene;DB-349231;EN300-1967084

Chemical Property of 4-(Chloromethyl)-1-fluoro-2-nitrobenzene

Chemical Property:

• PSA: 45.82000
• LogP: 2.99590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 188.9992843
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

97% ^*data from raw suppliers

4-(chloromethyl)-1-fluoro-2-nitrobenzene 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CCl)[N+](=O)[O-])F

Technology Process of 4-(Chloromethyl)-1-fluoro-2-nitrobenzene

There total 2 articles about 4-(Chloromethyl)-1-fluoro-2-nitrobenzene 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:

(4-fluoro-3-nitrophenyl)methanol (20274-69-5) → 4-(chloromethyl)-1-fluoro-2-nitrobenzene (20274-70-8)

Guidance literature:

With thionyl chloride;

DOI:10.1021/jm00308a007

Reference yield:

3-nitro-4-fluorobenzoic acid (453-71-4) → 4-(chloromethyl)-1-fluoro-2-nitrobenzene (20274-70-8)

Guidance literature:

Multi-step reaction with 2 steps

1: B₂H₆ / tetrahydrofuran

2: SOCl₂

With thionyl chloride; diborane; In tetrahydrofuran;

DOI:10.1021/jm00308a007

Reference yield: 55.4%

(1H-benzimidazol-2-yl)-(1-ethoxycarbonyl-piperidin-4-yl)amine (73734-07-3) + 4-(chloromethyl)-1-fluoro-2-nitrobenzene (20274-70-8) → ethyl 4-((1-(4-fluoro-3-nitrobenzyl)-1H-benzo[d]imidazol-2-yl)amino)piperidine-1-carboxylate

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 4h;

DOI:10.1021/acs.jmedchem.0c02261

upstream raw materials:

(4-fluoro-3-nitrophenyl)methanol

3-nitro-4-fluorobenzoic acid

Downstream raw materials:

4-fluoro-3-nitrobenzyl iodide

ethyl 2-(acetylamino)-2-(ethoxycarbonyl)-3-(4'-fluoro-3'-nitrophenyl)propanoate

4-fluoro-3-nitrophenylalanine

2-(4-fluoro-3-nitrophenyl)acetonitrile