4'-Cyano-biphenyl-3-carboxylic acid

Base Information

• Chemical Name: 4'-Cyano-biphenyl-3-carboxylic acid
• CAS No.: 149506-93-4
• Molecular Formula: C₁₄H₉NO₂
• Molecular Weight: 223.231
• Hs Code.: 2926909090
• European Community (EC) Number: 673-747-9
• DSSTox Substance ID: DTXSID40374090
• Nikkaji Number: J3.391.010J
• Wikidata: Q82162579
• Mol file: 149506-93-4.mol

Synonyms:149506-93-4;4'-Cyano-biphenyl-3-carboxylic acid;3-(4-cyanophenyl)benzoic Acid;4'-Cyanobiphenyl-3-carboxylic acid;4'-cyano[1,1'-biphenyl]-3-carboxylic acid;4'-cyano-3-biphenylcarboxylic acid;[1,1'-Biphenyl]-3-carboxylicacid, 4'-cyano-;SCHEMBL306753;DTXSID40374090;4'-Cyano-biphenyl-3-carboxylicacid;MFCD04117352;AKOS004117685;AS-2074;BB 0223007;4'-cyano-[1,1'-biphenyl]-3-carboxylic acid;F79175;[1,1'-Biphenyl]-3-carboxylic acid, 4'-cyano-;A884265

Chemical Property of 4'-Cyano-biphenyl-3-carboxylic acid

Chemical Property:

• Boiling Point: 463.0±38.0 °C(Predicted)
• PKA: 3.98±0.10(Predicted)
• PSA: 61.09000
• Density: 1.30±0.1 g/cm3(Predicted)
• LogP: 2.92348
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 223.063328530
• Heavy Atom Count: 17
• Complexity: 322

Purity/Quality:

98% ^*data from raw suppliers

4''-Cyanobiphenyl-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(=O)O)C2=CC=C(C=C2)C#N
• Uses: 4''-Cyanobiphenyl-3-carboxylic acid

Technology Process of 4'-Cyano-biphenyl-3-carboxylic acid

There total 4 articles about 4'-Cyano-biphenyl-3-carboxylic 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: 83.0%

potassium 3-carboxyphenyltrifluoroborate + 4-bromobenzenecarbonitrile (623-00-7) → 4′-cyanobiphenyl-3-carboxylic acid (149506-93-4)

Guidance literature:

With {2,6-bis[(di-1-piperidinylphosphino)amino]phenyl}palladium(II) chloride; potassium carbonate; In 1,4-dioxane; water; butan-1-ol; at 100 ℃; for 6h;

DOI:10.1002/adsc.200900848

Reference yield: 52.0%

m-bromobenzoic acid (585-76-2) + 4-cyanophenylboronic acid (126747-14-6) → 4′-cyanobiphenyl-3-carboxylic acid (149506-93-4)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo501665e

Reference yield:

lithium hydroxide monohydrate + methyl 4'-cyano-3-biphenylylcarboxylate (149505-91-9) → 4′-cyanobiphenyl-3-carboxylic acid (149506-93-4)

Guidance literature:

In tetrahydrofuran; water;

upstream raw materials:

methyl 4'-cyano-3-biphenylylcarboxylate

4-bromobenzenecarbonitrile

4-Aminobenzonitrile

m-bromobenzoic acid

Refernces

• 1、 Bolliger, Jeanne L.,Frech, Christian M.. "The 1,3-diaminobenzene-derived aminophosphine palladium pincer complex {C6H3[NHP(piperidinyl)2]2Pd(Cl)} - A highly active Suzuki-Miyaura catalyst with excellent functional group tolerance". experimental part. p. 1075 - 1080. Retrieved 2010/06/17.