Methyl 5-nitronicotinate

Base Information

• Chemical Name: Methyl 5-nitronicotinate
• CAS No.: 30766-27-9
• Molecular Formula: C7H6N2O4
• Molecular Weight: 182.136
• European Community (EC) Number: 636-551-4
• Mol file: 30766-27-9.mol

Synonyms:Methyl 5-nitronicotinate;30766-27-9;methyl 5-nitropyridine-3-carboxylate;Methyl 5-nitro-3-pyridinecarboxylate;Methyl5-nitronicotinate;AMY17605;MFCD00235013;AKOS005199248;SB53074;BS-32248;CS-0205493;F81974;3-Pyridinecarboxylic acid, 5-nitro-, methyl ester

Chemical Property of Methyl 5-nitronicotinate

Chemical Property:

• Melting Point: 87 °C
• Boiling Point: 287.3±20.0 °C(Predicted)
• PKA: -0.84±0.20(Predicted)
• PSA: 85.01000
• Density: 1.375±0.06 g/cm3(Predicted)
• LogP: 1.29960
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 182.03275668
• Heavy Atom Count: 13
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

Methyl5-nitronicotinate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methyl 5-nitronicotinate

There total 3 articles about Methyl 5-nitronicotinate 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: 51.0%

methyl 6-hydrazino-5-nitronicotinate (30766-26-8) → methyl 5-nitronicotinate (30766-27-9)

Guidance literature:

With silver nitrate; In water; at 80 ℃;

DOI:10.1016/j.tet.2019.130659

Reference yield:

methyl 6-chloro-5-nitro-pyridine-3-carboxylate (59237-53-5) → methyl 5-nitronicotinate (30766-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / methanol / 20 °C / Cooling

2: silver nitrate / water / 80 °C

With hydrazine hydrate; silver nitrate; In methanol; water;

DOI:10.1016/j.tet.2019.130659

Reference yield:

→ methyl 5-nitronicotinate (30766-27-9)

Guidance literature:

Methyl-6-hydrazino-5-nitronicotinat, AgOAc, W.;

upstream raw materials:

methyl 6-chloro-5-nitro-pyridine-3-carboxylate

methyl 6-hydrazino-5-nitronicotinate