4-Fluoro-2-nitrobenzonitrile

Base Information

• Chemical Name: 4-Fluoro-2-nitrobenzonitrile
• CAS No.: 80517-21-1
• Molecular Formula: C7H3FN2O2
• Molecular Weight: 166.111
• Hs Code.: 2926909090
• European Community (EC) Number: 642-662-9
• DSSTox Substance ID: DTXSID50379152
• Wikidata: Q72475277
• Mol file: 80517-21-1.mol

Synonyms:4-fluoro-2-nitrobenzonitrile;80517-21-1;Benzonitrile, 4-fluoro-2-nitro-;MFCD00277447;2-Cyano-5-fluoronitrobenzene;SCHEMBL404745;DTXSID50379152;MNEAKKQYFSYZEU-UHFFFAOYSA-N;AKOS005257815;AC-4089;CS-W002604;DS-1207;SY020840;A9955;AM20060266;FT-0618463;EN300-104065;J-515351

Chemical Property of 4-Fluoro-2-nitrobenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 71 °C
• Boiling Point: 311.6 °C at 760 mmHg
• Flash Point: 142.2 °C
• PSA: 69.61000
• Density: 1.41 g/cm³
• LogP: 2.12878
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 166.01785550
• Heavy Atom Count: 12
• Complexity: 229

Purity/Quality:

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

4-Fluoro-2-nitrobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)[N+](=O)[O-])C#N

Technology Process of 4-Fluoro-2-nitrobenzonitrile

There total 13 articles about 4-Fluoro-2-nitrobenzonitrile 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: 92.0%

4-chloro-2-nitrobenzonitrile (34662-32-3) → 4-fluoro-2-nitrobenzonitrile (80517-21-1)

Guidance literature:

With potassium fluoride; water; tetramethlyammonium chloride; In acetic acid; at 120 ℃; for 3.5h;

DOI:10.1039/CC9960000297

Reference yield: 62.8%

2-bromo-5-fluoronitrobenzene (446-09-3) + copper(l) cyanide → 4-fluoro-2-nitrobenzonitrile (80517-21-1)

Guidance literature:

In N,N-dimethyl-formamide; at 145 - 155 ℃; Large scale;

Reference yield: 53.0%

4-fluoro-2-nitrobenzoic acid (394-01-4) + potassium ferrocyanide → 4-fluoro-2-nitrobenzonitrile (80517-21-1)

Guidance literature:

With copper(l) iodide; oxygen; In dimethyl sulfoxide; at 160 ℃; for 10h; under 760.051 Torr; Schlenk technique; Sealed tube;

DOI:10.1021/acs.joc.5b02873

upstream raw materials:

2-nitro-4-fluoroaniline

potassium cyanide

4-fluoro-1-iodo-2-nitrobenzene

copper(I) cyanide

Downstream raw materials:

4-methoxy-2-nitro-benzonitrile

2-(2-nitro-4-pyrrolidin-1-ylphenyl)-4,5,6,7-tetrahydro-1,3-benzothiazol-7-ol

2-(2-amino-4-pyrrolidin-1-ylphenyl)-4,5,6,7-tetrahydro-1,3-benzothiazol-7-ol

2-(7-methoxy-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)-5-pyrrolidin-1-ylaniline

Refernces

• 1、 Cai, Hu,Cao, Xihan,Fu, Zhengjiang,Guo, Shengmei,Wang, Shuiliang. "Conversions of aryl carboxylic acids into aryl nitriles using multiple types of Cu-mediated decarboxylative cyanation under aerobic conditions". supporting information. p. 8381 - 8385. Retrieved 2020/11/05.
• 2、 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.