6-Phenylnicotinic acid

Base Information

• Chemical Name: 6-Phenylnicotinic acid
• CAS No.: 29051-44-3
• Molecular Formula: C12H9 N O2
• Molecular Weight: 199.209
• Hs Code.: 2933399090
• European Community (EC) Number: 249-386-4
• DSSTox Substance ID: DTXSID80951647
• Nikkaji Number: J286.508D
• Wikidata: Q27456501
• ChEMBL ID: CHEMBL2316892
• Mol file: 29051-44-3.mol

Synonyms:6-Phenylnicotinic acid;29051-44-3;6-phenylpyridine-3-carboxylic acid;3-Pyridinecarboxylic acid, 6-phenyl-;CHEMBL2316892;2-phenyl-5-pyridinecarboxylic acid;EINECS 249-386-4;2-Phenyl pyridine-5-carboxylic acid;6-Phenyl-nicotinic acid;6-PHENYLNICOTINICACID;6P3;4i8x;6-phenyl nicotinic acid;2-Phenyl-5-carboxypyridine;SCHEMBL505455;DTXSID80951647;6-phenyl-3-pyridinecarboxylic acid;6-Phenylnicotinic acid, AldrichCPR;6-phenyl-pyridine-3-carboxylic acid;BDBM50425804;MFCD03086128;AKOS006345714;PS-4121;AM20051042;CS-0145812;FT-0655382;P2454;EN300-253181;A1-00172;J-517925;J-518987;Q27456501

Chemical Property of 6-Phenylnicotinic acid

Chemical Property:

• Vapor Pressure: 1.02E-06mmHg at 25°C
• Melting Point: 243oC
• Boiling Point: 388.1°Cat760mmHg
• PKA: 2.19±0.10(Predicted)
• Flash Point: 188.5°C
• PSA: 50.19000
• Density: 1.241g/cm³
• LogP: 2.44680
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 199.063328530
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

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

6-Phenylnicotinic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC=C(C=C2)C(=O)O

Technology Process of 6-Phenylnicotinic acid

There total 12 articles about 6-Phenylnicotinic 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: 90.0%

6-bromonicotinic acid (6311-35-9) + phenylboronic acid (98-80-6) → 6-phenylpyridine-3-carboxylic acid (29051-44-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; water; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ic201860s

Reference yield: 75.0%

methyl 6-phenylnicotinate (4634-13-3) → 6-phenylpyridine-3-carboxylic acid (29051-44-3)

Guidance literature:

With methanol; sodium hydroxide; at 70 ℃; for 3h;

Reference yield: 69.0%

6-chloro-3-pyridinecarboxylic acid ethyl ester (49608-01-7) + phenylboronic acid (98-80-6) → 6-phenylpyridine-3-carboxylic acid (29051-44-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; In 1,4-dioxane; at 110 ℃; for 18h;

upstream raw materials:

5-methyl-2-phenylpyridine

2-chloro-6-phenylpyridine-3-carboxylic acid

6-phenyl-nicotinic acid anilide

6-Chloro-3-pyridinecarboxylic acid

Downstream raw materials:

2-phenylpyridine

2-phenyl-5-hydroxymethylpyridine

N-(2-methylbenzyl)-6-phenylnicotinamide

C₂₆H₂₄N₄O₂

Refernces

• 1、 Steunenberg, Peter,Ruggi, Albert,Van Den Berg, Nynke S.,Buckle, Tessa,Kuil, Joeri,Van Leeuwen, Fijs W.B.,Velders, Aldrik H.. "Phosphorescence imaging of living cells with amino acid-functionalized tris(2-phenylpyridine)iridium(III) complexes". . p. 2105 - 2114. Retrieved 2012.
• 2、 Amaradhi, Radhika,Banik, Avijit,Mohammed, Shabber,Patro, Vidyavathi,Rojas, Asheebo,Wang, Wenyi,Motati, Damoder Reddy,Dingledine, Ray,Ganesh, Thota. "Potent, Selective, Water Soluble, Brain-Permeable EP2 Receptor Antagonist for Use in Central Nervous System Disease Models". . p. 1032 - 1050. Retrieved 2020/03/10.