4-Cyano-3-fluorobenzoic acid

Base Information

• Chemical Name: 4-Cyano-3-fluorobenzoic acid
• CAS No.: 176508-81-9
• Molecular Formula: C8H4FNO2
• Molecular Weight: 165.124
• Hs Code.: 29269090
• DSSTox Substance ID: DTXSID00380955
• Wikidata: Q72458220
• Mol file: 176508-81-9.mol

Synonyms:4-cyano-3-fluorobenzoic acid;176508-81-9;3-fluoro-4-cyanobenzoic acid;Benzoic acid, 4-cyano-3-fluoro-;MFCD03094324;4-Cyano-3-fluorobenzoicacid;4-cyano-3-fluoro-benzoic Acid;SCHEMBL393075;DTXSID00380955;4-cyano-3-fluoranyl-benzoic acid;ZWKNDLMYSLLMRF-UHFFFAOYSA-N;BCP17417;AC-434;CK1071;AKOS005063920;CS-W008427;PS-6743;SY014947;A3918;AM20050121;C2799;FT-0651135;EN300-112003;A812187;(-)-ALPHA-[1-(DIBUTYLAMINO)ETHYL]BENZYLALCOHOL

Chemical Property of 4-Cyano-3-fluorobenzoic acid

Chemical Property:

• Vapor Pressure: 4.61E-05mmHg at 25°C
• Melting Point: 162.0 to 166.0 °C
• Refractive Index: 1.564
• Boiling Point: 335.7 °C at 760 mmHg
• PKA: 3.20±0.10(Predicted)
• Flash Point: 156.9 °C
• PSA: 61.09000
• Density: 1.42 g/cm³
• LogP: 1.39558
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 165.02260653
• Heavy Atom Count: 12
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

4-Cyano-3-fluorobenzoic Acid >97.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-41-37/38-22
• Safety Statements: 22-36/37/39-39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)F)C#N

Technology Process of 4-Cyano-3-fluorobenzoic acid

There total 5 articles about 4-Cyano-3-fluorobenzoic acid 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:

dicyanozinc (557-21-1) + 4-bromo-3-fluorobenzoic acid (153556-42-4) → 4-cyano-3-fluorobenzoic acid (176508-81-9)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 90 ℃; for 3h;

Reference yield:

2-fluoro-4-(methoxycarbonyl)benzonitrile (268734-34-5) → 4-cyano-3-fluorobenzoic acid (176508-81-9)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 12h;

DOI:10.1021/ol026913a

Reference yield:

4-bromo-3-fluorobenzonitrile (133059-44-6) + carbon monoxide (201230-82-2) → 4-cyano-3-fluorobenzoic acid (176508-81-9)

Guidance literature:

With potassium acetate; 1,1'-bis(diphenylphosphino)ferrocene; palladium diacetate; In water; dimethyl sulfoxide; for 20h; under 18751.9 Torr;

upstream raw materials:

2-fluoro-4-(methoxycarbonyl)benzonitrile

carbon monoxide

4-bromo-6-fluorobenzonitrile

4-bromo-3-fluorobenzonitrile

Downstream raw materials:

4-cyano-3-fluoro-benzoyl chloride

2-fluoro-4-(methoxycarbonyl)benzonitrile

N-{5-[2-amino-7-(2-hydroxy-1,1-dimethylethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl]-2-cyanophenyl}-2-(4-trifluoromethylphenyl)acetamide

N-(5-{2-amino-7-[2-(tert-butyldimethylsilanyloxy)-1,1-dimethylethyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl}-2-cyanophenyl)-2-(4-trifluoromethylphenyl)acetamide

Refernces

• 1、 -. "ARYLPROPIONAMIDE, ARYLACRYLAMIDE, ARYLPROPYNAMIDE, OR ARYLMETHYLUREA ANALOGS AS FACTOR XIA INHIBITORS". Page/Page column 121. . Retrieved 2008/06/13.
• 2、 -. "3-AMINOINDAZOLES". Page/Page column 68. . Retrieved 2008/06/13.