3-Cyano-5-fluorobenzoic acid

Base Information

• Chemical Name: 3-Cyano-5-fluorobenzoic acid
• CAS No.: 327056-74-6
• Molecular Formula: C8H4FNO2
• Molecular Weight: 165.124
• Hs Code.: 2926909090
• European Community (EC) Number: 630-061-4
• DSSTox Substance ID: DTXSID80374094
• Wikidata: Q72458212
• Mol file: 327056-74-6.mol

Synonyms:3-Carboxy-5-fluorobenzonitrile;3-fluoro-5-cyanobenzoic acid;3-cyano-5-fluoranyl-benzoic acid;

Chemical Property of 3-Cyano-5-fluorobenzoic acid

Chemical Property:

• Vapor Pressure: 0.000167mmHg at 25°C
• Melting Point: 172-173oC
• Boiling Point: 317°C at 760 mmHg
• PKA: 3.30±0.10(Predicted)
• Flash Point: 145.5°C
• PSA: 61.09000
• Density: 1.42g/cm³
• LogP: 1.39558
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• 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:

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

3-Cyano-5-fluorobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi,Xn
• Hazard Codes: T,Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(=O)O)F)C#N
• Uses: 3-Cyano-5-fluorobenzoic Acid is an intermediate used to prepare arylbenzamides as negative allosteric modulators of mGlu5R.

Technology Process of 3-Cyano-5-fluorobenzoic acid

There total 1 articles about 3-Cyano-5-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:

methyl 3-chloro-5-cyanobenzoate (327056-72-4) → 3-cyano-5-fluorobenzoic acid (327056-74-6)

Guidance literature:

With sodium hydroxide; In methanol; ethyl acetate;

Reference yield: 97.0%

3-cyano-5-fluorobenzoic acid (327056-74-6) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-cyano-5-fluorobenzoate (1427753-71-6)

Guidance literature:

With dmap; In tetrahydrofuran; tert-butyl alcohol; at 20 ℃; for 12h; Inert atmosphere;

Reference yield: 96.0%

3-cyano-5-fluorobenzoic acid (327056-74-6) + (R)-N-benzyl-2-phenyl-2-(piperazin-1-yl)acetamide → (R)-N-benzyl-2-(4-(3-cyano-5-fluorobenzoyl)piperazin-1-yl)-2-phenylacetamide

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dichloromethane; ethyl acetate; at 20 ℃; for 16h;

DOI:10.1039/c6md00578k

upstream raw materials:

methyl 3-chloro-5-cyanobenzoate

Downstream raw materials:

3-cyano-5-fluoro-benzoic acid chloride

3-(3-(4-dimethylaminobutoxy)-pyrid-2-yl)-5-(3-cyano-5-fluorophenyl)-1,2,4-oxadiazole

3-(3-(5-dimethylaminopentyloxy)-pyrid-2-yl)-5-(3-cyano-5-fluorophenyl)-1,2,4-oxadiazole

3-(3-(6-dimethylaminohexyloxy)-pyrid-2-yl)-5-(3-cyano-5-fluorophenyl)-1,2,4-oxadiazole

Refernces