4-Chloro-4'-fluoro-3-nitrobenzophenone

Base Information

• Chemical Name: 4-Chloro-4'-fluoro-3-nitrobenzophenone
• CAS No.: 31431-16-0
• Molecular Formula: C13H7ClFNO3
• Molecular Weight: 279.655
• Hs Code.: 2914700090
• European Community (EC) Number: 250-629-1
• DSSTox Substance ID: DTXSID50185356
• Nikkaji Number: J278.114J
• Wikidata: Q72450991
• Mol file: 31431-16-0.mol

Synonyms:31431-16-0;(4-Chloro-3-nitrophenyl)(4-fluorophenyl)methanone;4-Chloro-4'-fluoro-3-nitrobenzophenone;3-Nitro-4-Chloro-4'-Fluorobenzophenone;4-Chloro-3-nitro-4'-fluorobenzophenone;(4-chloro-3-nitrophenyl)-(4-fluorophenyl)methanone;EINECS 250-629-1;MFCD03840494;4-Chloro-4-fluoro-3-nitrobenzophenone;(4-Chloro-3-nitrophenyl)(4-fluorophenyl)-Methanone;(4-chloro-3-nitrophenyl)-(4-fluorophenyl)-methanone;SCHEMBL9524519;C13-H7-Cl-F-N-O3;DTXSID50185356;ZUMMQWOIAMKUOT-UHFFFAOYSA-N;AKOS005255285;AB16451;AC-14113;AS-14575;CS-0157530;FT-0602444;4-Chloro-3-nitrophenyl(4-fluorophenyl) ketone;A18621;(4-Chloro-3-nitrophenyl)(4-fluoro phenyl)methanone;W-106903;(4-chloro-3-nitrophenyl) (4-fluorophenyl)-methanone;Methanone, (4-chloro-3-nitrophenyl)(4-fluorophenyl)-;(4-chloro-3-nitrophenyl)(4-fluorophenyl)methanone

Chemical Property of 4-Chloro-4'-fluoro-3-nitrobenzophenone

Chemical Property:

• Boiling Point: 419.2 °C at 760 mmHg
• Flash Point: 207.3 °C
• PSA: 62.89000
• Density: 1.43 g/cm³
• LogP: 4.14150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 279.0098489
• Heavy Atom Count: 19
• Complexity: 352

Purity/Quality:

99% ^*data from raw suppliers

(4-Chloro-3-nitrophenyl)(4-fluorophenyl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C2=CC(=C(C=C2)Cl)[N+](=O)[O-])F
• Uses: (4-Chloro-3-nitrophenyl)(4-fluorophenyl)methanone (cas# 31431-16-0) is a useful chemical in the manufacturing process for flubendazole, an anthelmintic that is used in dogs and cats to treat parasites and worms.

Technology Process of 4-Chloro-4'-fluoro-3-nitrobenzophenone

There total 4 articles about 4-Chloro-4'-fluoro-3-nitrobenzophenone 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: 95.7%

fluorobenzene (462-06-6) + 4-chloro-3-nitro-benzoyl chloride (38818-50-7) → 4-chloro-4'-fluoro-3-nitrobenzophenone (31431-16-0)

Guidance literature:

fluorobenzene; 4-chloro-3-nitro-benzoyl chloride; With aluminum (III) chloride; In N,N-dimethyl-formamide; 1,2-dichloro-benzene; at 25 - 30 ℃; for 2h; Large scale;

With hydrogenchloride; In water; N,N-dimethyl-formamide; 1,2-dichloro-benzene; at 65 ℃; for 0.5h; Large scale;

Reference yield:

4-chloro-3-nitrobenzoate (96-99-1) → 4-chloro-4'-fluoro-3-nitrobenzophenone (31431-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / N,N-dimethyl-formamide; 1,2-dichloro-benzene / 4 h / 60 - 90 °C / Large scale

2.1: aluminum (III) chloride / N,N-dimethyl-formamide; 1,2-dichloro-benzene / 2 h / 25 - 30 °C / Large scale

2.2: 0.5 h / 65 °C / Large scale

With aluminum (III) chloride; thionyl chloride; In N,N-dimethyl-formamide; 1,2-dichloro-benzene; 2.1: |Friedel-Crafts Acylation;

Reference yield:

fluorobenzene (462-06-6) + 4-chloro-3-nitrobenzoate (96-99-1) → 4-chloro-4'-fluoro-3-nitrobenzophenone (31431-16-0)

Guidance literature:

Multistep reaction; (i) SOCl₂, (ii) /BRN= 1236623/, AlCl₃;

upstream raw materials:

fluorobenzene

4-chloro-3-nitrobenzoate

4-chloro-3-nitro-benzoyl chloride

Downstream raw materials:

methyl N-[6-(4-fluorobenzoyl)-1H-benzimidazol-2-yl]carbamate

(3,4-diaminophenyl)(4-fluorophenyl)ketone

(4-amino-3-nitrophenyl)(4-fluorophenyl)ketone

Refernces

• 1、 Raeymackers,Van Gelder,Roevens,Janssen. "Synthesis and anthelminthic acitivity of alkyl-(5-acyl-1-benzimidazol-2-yl) carbamates". . p. 586 - 594. Retrieved 2007/10/05.