4-Fluoro-3-nitrobenzonitrile

Base Information

• Chemical Name: 4-Fluoro-3-nitrobenzonitrile
• CAS No.: 1009-35-4
• Molecular Formula: C7H3FN2O2
• Molecular Weight: 166.111
• Hs Code.: 29269090
• European Community (EC) Number: 640-317-7
• DSSTox Substance ID: DTXSID10379153
• Nikkaji Number: J1.007.638B
• Wikidata: Q72494698
• Mol file: 1009-35-4.mol

Synonyms:4-fluoro-3-nitrobenzonitrile;1009-35-4;3-nitro-4-fluorobenzonitrile;4-fluoro-3-nitro-benzonitrile;BENZONITRILE, 4-FLUORO-3-NITRO-;4-CYANO-1-FLUORO-2-NITROBENZENE;MFCD01632197;4-fluro-3-nitrobenzonitrile;SCHEMBL352298;4-fluoro-3-nitro benzonitrile;DTXSID10379153;LKOWKPGBAZVHOF-UHFFFAOYSA-N;BBL103140;STL556950;AKOS005063930;AB09453;AM62487;CS-W008088;4-Fluoro-3-nitrobenzonitrile, AldrichCPR;AC-24723;DS-11706;SY006702;F1040;FT-0647690;EN300-121106;J-515381;F0001-0050;3-CHLORO-4-TRIFLUOROMETHYL-BIPHENYL-2-CARBONITRILE

Chemical Property of 4-Fluoro-3-nitrobenzonitrile

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0.0031mmHg at 25°C
• Melting Point: 90.5-91.5 °C
• Refractive Index: 1.527
• Boiling Point: 277.6 °C at 760 mmHg
• Flash Point: 121.7 °C
• PSA: 69.61000
• Density: 1.41 g/cm³
• LogP: 2.12878
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.6
• 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:

99% ^*data from raw suppliers

4-Fluoro-3-nitrobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C
• Statements: 20/21/22-34-36/38
• Safety Statements: 26-36/37/39-45-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)[N+](=O)[O-])F
• Uses: 4-Fluoro-3-nitrobenzonitrile is a compound useful in organic synthesis. 4-Fluoro-3-nitrobenzonitrile, is used as a pharmaceutical intermediate. It is also used as a synthetic and fine chemical intermediate.

Technology Process of 4-Fluoro-3-nitrobenzonitrile

There total 8 articles about 4-Fluoro-3-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: 98.0%

4-fluoro-3-nitrobenzaldehyde (42564-51-2) → 4-fluoro-3-nitrobenzonitrile (1009-35-4)

Guidance literature:

With hydroxylamine hydrochloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In ethyl acetate; N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1055/s-0029-1218388

Reference yield: 89.0%

4-fluorobenzonitrile (1194-02-1,143234-87-1) → 4-fluoro-3-nitrobenzonitrile (1009-35-4)

Guidance literature:

With trifluoromethylsulfonic anhydride; ethylammonium nitrate; at 0 - 40 ℃; for 4h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo201374a

Reference yield: 78.0%

4-chloro-3-nitrobenzonitrile (939-80-0) → 4-fluoro-3-nitrobenzonitrile (1009-35-4)

Guidance literature:

With potassium fluoride; PEG 5090; In dimethyl sulfoxide; at 90 ℃; for 13h;

DOI:10.1080/00397919108016776

upstream raw materials:

4-chloro-3-nitrobenzonitrile

4-fluorobenzonitrile

4-fluoro-3-nitrobenzaldehyde

Downstream raw materials:

Diphenylmethyl-2-nitro-4-cyano-phenolat

4-(methylamino)-3-nitrobenzonitrile

C₁₃H₁₇N₃O₄

4-(ethylamino)-3-nitrobenzonitrile

Refernces

• 1、 Adams, Dave J.,Clark, James H.,Nightingale, David J.. "The effect of basicity on fluorodenitration reactions using tetramethylammonium salts". . p. 7725 - 7738. Retrieved 1999.
• 2、 Adams, David J.,Clark, James H.,Nightingale, David J.. "Tetramethylammonium hydrogendifluoride: A convenient source of nucleophilic fluoride". . p. 4295 - 4301. Retrieved 1998.
• 3、 Augustine, John Kallikat,Atta, Rajendra Nath,Ramappa, Balakrishna Kolathur,Boodappa, Chandrakantha. "Propylphosphonic anhydride (T3P): A remarkably efficient reagent for the one-pot transformation of aromatic, heteroaromatic, and aliphatic aldehydes to nitriles". experimental part. p. 3378 - 3382. Retrieved 2010/03/03.