2-Phenoxynicotinic acid

Base Information

• Chemical Name: 2-Phenoxynicotinic acid
• CAS No.: 35620-71-4
• Molecular Formula: C12H9NO3
• Molecular Weight: 215.208
• Hs Code.: 29399900
• European Community (EC) Number: 252-647-5
• UNII: HCB3HEM6WQ
• DSSTox Substance ID: DTXSID10189097
• Nikkaji Number: J260.658E
• Wikidata: Q83061030
• ChEMBL ID: CHEMBL1905448
• Mol file: 35620-71-4.mol

Synonyms:2-Phenoxynicotinic acid;35620-71-4;2-Phenoxypyridine-3-carboxylic acid;3-Pyridinecarboxylic acid, 2-phenoxy-;2-Phenoxy-3-pyridinecarboxylic acid;HCB3HEM6WQ;EINECS 252-647-5;Acide 2-phenoxy nicotinique [French];Acide 2-phenoxy nicotinique;2-Phenoxy-nicotinic acid;UNII-HCB3HEM6WQ;Maybridge1_000744;Cambridge id 5832716;Oprea1_256510;MLS000061804;SCHEMBL861902;2-PHENOXY NICOTINIC ACID;CHEMBL1905448;HMS543J18;DTXSID10189097;HMS2348O11;2-Phenoxynicotinic acid, AldrichCPR;MFCD00014629;STL196538;AKOS000122900;AS-5171;CCG-234667;SDCCGMLS-0023287.P002;SMR000070279;LS-131008;CS-0188309;FT-0613293;EN300-18545;AI-204/31693039;J-510237;Z71177287

Chemical Property of 2-Phenoxynicotinic acid

Chemical Property:

• Appearance/Colour: beige powder
• Vapor Pressure: 4.42E-06mmHg at 25°C
• Melting Point: 172-175 ºC
• Refractive Index: 1.5750 (estimate)
• Boiling Point: 368.5 °C at 760 mmHg
• PKA: 2.80±0.10(Predicted)
• Flash Point: 176.7 °C
• PSA: 59.42000
• Density: 1.298 g/cm³
• LogP: 2.57210
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 215.058243149
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

≥98%, ^*data from raw suppliers

2-PhenoxynicotinicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=C(C=CC=N2)C(=O)O

Technology Process of 2-Phenoxynicotinic acid

There total 7 articles about 2-Phenoxynicotinic 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: 43.0%

ethyl 2-phenoxypyridine-3-carboxylate (1254691-84-3) → 2-phenoxypyridine-3-carboxylic acid (35620-71-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1039/c6ob01758d

Reference yield:

2-chloronicotinic acid (2942-59-8) + phenol (108-95-2,27073-41-2) → 2-phenoxypyridine-3-carboxylic acid (35620-71-4)

Guidance literature:

With sodium methylate;

DOI:10.1039/jr9510000757

Reference yield:

ethyl 2-chloronicotinate (1452-94-4) + phenol (108-95-2,27073-41-2) → 2-phenoxypyridine-3-carboxylic acid (35620-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 100 °C

2: lithium hydroxide / water; tetrahydrofuran / 20 °C

With potassium carbonate; lithium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1039/c6ob01758d

upstream raw materials:

2-chloronicotinic acid

phenol

2-hydroxy-3-carboxypyridine

ethyl 2-phenoxypyridine-3-carboxylate

Downstream raw materials:

5-(4-benzyl-piperidin-4-yl)-5H-chromeno[2,3-b]pyridin-5-ol

5-(1-methyl-piperidin-4-ylidene)-5H-chromeno[2,3-b]pyridine

7-amino-5H-[1]benzopyrano[2,3-b]pyridin-5-one

(N'-2,6-Dichlorobenzoyl)-(N-2-phenoxynicotinoyl)-L-4-aminophenylalanine

Refernces

• 1、 Hossian, Asik,Jana, Ranjan. "Carboxyl radical-assisted 1,5-aryl migration through Smiles rearrangement". supporting information. p. 9768 - 9779. Retrieved 2016/10/31.
• 2、 Moradi, Alireza,Navidpour, Latifeh,Amini, Mohsen,Sadeghian, Hamid,Shadnia, Hooman,Firouzi, Omidreza,Miri, Ramin,Ebrahimi, Seyed Esmaeil Sadat,Abdollahi, Mohammad,Zahmatkesh, Mona Haddad,Shafiee, Abbas. "Design and synthesis of 2-phenoxynicotinic acid hydrazides as anti-inflammatory and analgesic agents". scheme or table. p. 509 - 518. Retrieved 2011/05/06.