Phenyl nicotinate

Base Information

• Chemical Name: Phenyl nicotinate
• CAS No.: 3468-53-9
• Molecular Formula: C12H9 N O2
• Molecular Weight: 199.209
• Hs Code.: 2933399090
• European Community (EC) Number: 222-428-9
• NSC Number: 75878
• UNII: VRD2L6RM16
• DSSTox Substance ID: DTXSID3063045
• Nikkaji Number: J151.137H
• Wikidata: Q27291985
• Mol file: 3468-53-9.mol

Synonyms:phenyl nicotinate

Chemical Property of Phenyl nicotinate

Chemical Property:

• Vapor Pressure: 9.51E-05mmHg at 25°C
• Melting Point: 70-72°C
• Refractive Index: 1.5880 (estimate)
• Boiling Point: 186-188°C 20mm
• Flash Point: 158.8°C
• PSA: 39.19000
• Density: 1.199g/cm³
• LogP: 2.30080
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.063328530
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

PHENYL NICOTINATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.; R43:May cause sensitization by skin contact.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.; R43:May cause sensitization by skin contact.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC(=O)C2=CN=CC=C2
• Uses: In nicotinic acid analogs assayed against tri-o-cresyl phosphate-induced ataxia in hens Phenyl nicotinate provided partial relief of the syndrome.

Technology Process of Phenyl nicotinate

There total 21 articles about Phenyl nicotinate 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: 98.0%

nicotinic anhydride (16837-38-0) + phenol (108-95-2,27073-41-2) → phenyl nicotinate (3468-53-9)

Guidance literature:

With pyridine;

DOI:10.1246/cl.1989.59

Reference yield: 96.0%

nicotinic acid (59-67-6) + phenol (108-95-2,27073-41-2) → phenyl nicotinate (3468-53-9)

Guidance literature:

nicotinic acid; With thionyl chloride; for 1h; Reflux;

phenol; With dmap; triethylamine; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield: 93.0%

3-Bromopyridine (626-55-1,163928-56-1) + phenyl formate (1864-94-4) → phenyl nicotinate (3468-53-9)

Guidance literature:

With palladium diacetate; triethylamine; tri tert-butylphosphoniumtetrafluoroborate; In acetonitrile; at 80 ℃; Inert atmosphere;

DOI:10.1021/ol301192s

upstream raw materials:

phenylcarbonochloridothioate

3-pyridinecarbonyl chloride

phenol

nicotinic anhydride

Downstream raw materials:

benzyl nicotinate

3-(5-phenyl-oxazol-2-yl)-pyridine

5-phenyl-2-(pyridin-3-yl)thiazole

3-phenylpyridine

Refernces

• 1、 Pang, Maofu,Shi, Le-Le,Xie, Yufang,Geng, Tianyi,Liu, Lan,Liao, Rong-Zhen,Tung, Chen-Ho,Wang, Wenguang. "Cobalt-Catalyzed Selective Dearomatization of Pyridines to N-H 1,4-Dihydropyridines". . p. 5013 - 5021. Retrieved 2022/04/28.
• 2、 Tukacs, József M.,Marton, Bálint,Albert, Eszter,Tóth, Imre,Mika, László T.. "Palladium-catalyzed aryloxy- and alkoxycarbonylation of aromatic iodides in γ-valerolactone as bio-based solvent". . . Retrieved 2020/08/11.