1-Chloro-4-fluoro-2-nitrobenzene

Base Information

• Chemical Name: 1-Chloro-4-fluoro-2-nitrobenzene
• CAS No.: 345-17-5
• Molecular Formula: C6H3ClFNO2
• Molecular Weight: 175.547
• Hs Code.: 29049090
• European Community (EC) Number: 206-456-9
• UNII: 3P9ZE2DD39
• DSSTox Substance ID: DTXSID60188055
• Nikkaji Number: J193.794D
• Wikidata: Q72450964
• Mol file: 345-17-5.mol

Synonyms:2-Chloro-5-fluoronitrobenzene;345-17-5;1-Chloro-4-fluoro-2-nitrobenzene;Benzene, 1-chloro-4-fluoro-2-nitro-;C6H3ClFNO2;3P9ZE2DD39;EINECS 206-456-9;2-chloro-5-fluoro nitrobenzene;UNII-3P9ZE2DD39;1-Chloro-4-fluoronitrobenzene;2-chloro-5-fiuoronitrobenzene;SCHEMBL687212;2-chloro-5-fluoronitro-benzene;DTXSID60188055;MFCD00084853;2-Chloro-5-fluoronitrobenzene, 99%;AKOS015850022;CS-W002347;2-CHLORO-5-FLUORO-1-NITROBENZENE;AC-26076;AS-14471;A6850;AM20060273;C2166;FT-0611821;A20804;EN300-201319;J-504515;1-Nitro-2-chloro-5-fluorobenzene

Chemical Property of 1-Chloro-4-fluoro-2-nitrobenzene

Chemical Property:

• Appearance/Colour: Yellow crystalline solid
• Vapor Pressure: 0.0702mmHg at 25°C
• Melting Point: 37-40 °C(lit.)
• Refractive Index: 1.554
• Boiling Point: 239.3 °C at 760 mmHg
• Flash Point: 98.5 °C
• PSA: 45.82000
• Density: 1.494 g/cm³
• LogP: 2.91050
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 174.9836342
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5-fluoronitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)[N+](=O)[O-])Cl
• Uses: 2-Chloro-5-fluoronitrobenzene may be used in the preparation of N,N-dimethyl-2-(2-amino-4-fluorophenylthio)benzylamine. It may be used in the synthesis of N-methyl-2-(2-amino-4-fluorophenylthio)benzylamine.

Technology Process of 1-Chloro-4-fluoro-2-nitrobenzene

There total 12 articles about 1-Chloro-4-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: 49.0%

4-fluoro-2-nitrobenzoic acid (394-01-4) → 1-chloro-4-fluoro-2-nitrobenzene (345-17-5)

Guidance literature:

With copper(l) iodide; oxygen; copper(l) chloride; In dimethyl sulfoxide; at 160 ℃; for 30h; under 760.051 Torr; Schlenk technique; Sealed tube;

DOI:10.1021/acs.joc.5b02873

Reference yield:

1-Chloro-4-fluorobenzene (352-33-0) → p-chloro-o-nitrophenol (89-64-5) + 1-chloro-4-fluoro-2-nitrobenzene (345-17-5) + 2-fluoro-5-chloronitrobenzene (345-18-6)

Guidance literature:

at -8 - 0 ℃; Product distribution;

Reference yield:

N-(4-fluoro-2-nitrophenyl)acetamide (448-39-5) → 1-chloro-4-fluoro-2-nitrobenzene (345-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / sodium ethoxide / ethanol / 4 h / Heating

2: 1.) aq.hydrochloric acid, NaNO₂, 2.) CuCN / 1.) 0-3 deg C, 1 hr., 2.) 80-90 deg C

With hydrogenchloride; sodium ethanolate; sodium nitrite; In ethanol;

upstream raw materials:

1-Chloro-4-fluorobenzene

2-nitro-4-fluoroaniline

N-(4-fluoro-2-nitrophenyl)acetamide

4'-fluoroacetanilide

Downstream raw materials:

2-(4-Fluoro-2-nitranilino)ethanol

4-(4-fluoro-2-nitro-phenylamino)-piperidine-1-carboxylic acid ethyl ester

2-[(4-fluoro-2-nitrophenyl)thio]-N,N-dimethylbenzamide

4-fluoro-2-nitro-1-(phenylsulfonyl)-benzene

Refernces

• 1、 Fu, Zhengjiang,Li, Zhaojie,Song, Yuanyuan,Yang, Ruchun,Liu, Yanzhu,Cai, Hu. "Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions". . p. 2794 - 2803. Retrieved 2016/04/26.
• 2、 Protiva, Miroslav,Jilek, Jiri,Rajsner, Miroslav,Pomykacek, Josef,Ryska, Miroslav,et al.. "FLUORINATED TRICYCLIC NEUROLEPTICS WITH PROLONGED ACTION: 7-FLUORO-11--2-ISOPROPYL-10,11-DIHYDRODIBENZOTHIEPIN". . p. 698 - 722. Retrieved 2007/10/02.