Methyl nicotinate 1-oxide

Base Information

• Chemical Name: Methyl nicotinate 1-oxide
• CAS No.: 15905-18-7
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Hs Code.: 2933399090
• European Community (EC) Number: 240-045-5
• Nikkaji Number: J219.898C
• Mol file: 15905-18-7.mol

Synonyms:Methyl nicotinate 1-oxide;15905-18-7;Methyl nicotinate N-oxide;methyl 1-oxidopyridin-1-ium-3-carboxylate;3-(METHOXYCARBONYL)PYRIDIN-1-IUM-1-OLATE;3-Pyridinecarboxylic acid, methyl ester, 1-oxide;1-Oxy-nicotinic acid methyl ester;EINECS 240-045-5;SCHEMBL2818943;3-Methoxycarbonylpyridine-N-oxide;3-Methoxycarbonylpyridine 1-oxide;3-(Methoxycarbonyl)pyridine N-oxide;Methyl 3-pyridinecarboxylate 1-oxide;MFCD00128854;AKOS004896821;3-Methylpyridine-3-carboxylic acid N-oxide;AJ-333/25006108

Chemical Property of Methyl nicotinate 1-oxide

Chemical Property:

• Vapor Pressure: 8.59E-05mmHg at 25°C
• Refractive Index: 1.525
• Boiling Point: 340.5 °C at 760 mmHg
• Flash Point: 159.7 °C
• PSA: 51.76000
• Density: 1.2 g/cm³
• LogP: 0.90170
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Methyl nicotinate 1-oxide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C[N+](=CC=C1)[O-]

Technology Process of Methyl nicotinate 1-oxide

There total 6 articles about Methyl nicotinate 1-oxide 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%

methyl 3-pyridinecarboxylate (93-60-7) → 1-oxy-nicotinic acid methyl ester (15905-18-7)

Guidance literature:

With phthalic anhydride; urea-hydrogen peroxide; In dichloromethane; for 4h; Ambient temperature;

Reference yield: 75.0%

methanol (67-56-1) + N-acetyl-N-methylnicotinamide 1-oxide (114951-33-6) → 1-oxy-nicotinic acid methyl ester (15905-18-7)

Guidance literature:

for 1h; Heating;

Reference yield:

N-Methylnicotinamide (114-33-0) → 1-oxy-nicotinic acid methyl ester (15905-18-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sodium hydride (NaH, 60percent) / 1.) THF, room temp., 1 h, 40 deg C, 1 h; 2.) 60 deg C, 4 h

2: 66.6 percent / m-chloroperbenzoic acid (m-CPBA) / CHCl₃ / 2 h / Ambient temperature

3: 75 percent / 1 h / Heating

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In chloroform;

upstream raw materials:

methyl 3-pyridinecarboxylate

methanol

N-acetyl-N-methylnicotinamide 1-oxide

N-Methylnicotinamide

Downstream raw materials:

3-carbomethoxy-2-pyridinecarbonitrile

methyl 6-cyanopyridine-3-carboxylate

3-carbomethoxy-1-(p-cyanophenoxy)pyridinium tetrafluoroborate

3-(carbomethoxy)-1-(p-nitrophenoxy)pyridinium tetrafluoroborate

Refernces

• 1、 Zoltewicz,Deady. "-". . p. 501. Retrieved 1972.
• 2、 Smirnov, Vladimir O.,Maslov, Anton S.,Kokorekin, Vladimir A.,Korlyukov, Alexander A.,Dilman, Alexander D.. "Photoredox generation of the trifluoromethyl radical from borate complexes: Via single electron reduction". supporting information. p. 2236 - 2239. Retrieved 2018/03/06.