4-Methyl-3-nitropyridine

Base Information

• Chemical Name: 4-Methyl-3-nitropyridine
• CAS No.: 5832-44-0
• Molecular Formula: C6H6N2O2
• Molecular Weight: 138.126
• Hs Code.: 29333990
• European Community (EC) Number: 628-685-7
• DSSTox Substance ID: DTXSID70334743
• Nikkaji Number: J843.794G
• Wikidata: Q72493798
• Mol file: 5832-44-0.mol

Synonyms:4-Methyl-3-nitropyridine;5832-44-0;3-Nitro-4-picoline;4-Methyl-3-nitro-pyridine;MFCD00051829;3-NITRO-4-METHYLPYRIDINE;PYRIDINE, 4-METHYL-3-NITRO-;4-methyl-3-nitro pyridine;SCHEMBL319113;DTXSID70334743;4-Methyl-3-nitropyridine, 97%;AKOS002663658;AC-5130;AM81271;CS-W002247;PB27407;AS-17472;SY014829;A8256;FT-0601491;M2353;EN300-105339;A831830

Chemical Property of 4-Methyl-3-nitropyridine

Chemical Property:

• Appearance/Colour: Deliquescent cryst
• Vapor Pressure: 0.0786mmHg at 25°C
• Melting Point: 24-28 °C
• Refractive Index: n20/D 1.549
• Boiling Point: 234.9 °C at 760 mmHg
• PKA: 1.87±0.18(Predicted)
• Flash Point: 95.9 °C
• PSA: 58.71000
• Density: 1.246 g/cm³
• LogP: 1.82140
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 138.042927438
• Heavy Atom Count: 10
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

4-Methyl-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; T; Xi
• Hazard Codes: Xn,T,Xi
• Statements: 22-37/38-41-36/37/38
• Safety Statements: 26-39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=NC=C1)[N+](=O)[O-]
• Uses: 4-Methyl-3-nitropyridine may be used as a starting material in the synthesis of ethyl 6-azaindole-2-carboxylate and also 3-substituted azaindoles. 4-METHYL-3-NITROPYRIDINE is a useful research chemical.

Technology Process of 4-Methyl-3-nitropyridine

There total 2 articles about 4-Methyl-3-nitropyridine 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:

malonic acid dibenzyl ester (15014-25-2) + 4-chloro-3-nitropyridine (13091-23-1) → 3-nitro-4-methylpyridine (5832-44-0) + 4-hydroxy-3-nitropyridine (5435-54-1)

Guidance literature:

With potassium; tert-butyl alcohol; Yield given. Multistep reaction. Yields of byproduct given; 2.) reflux;

Reference yield:

3-nitropyridine (2530-26-9) + chloroacetic acid ethyl ester (105-39-5) → 2-methyl-3-nitropyridine (18699-87-1) + 3-nitro-4-methylpyridine (5832-44-0)

Guidance literature:

3-nitropyridine; chloroacetic acid ethyl ester; With potassium tert-butylate; In tetrahydrofuran; cooling;

With water; In tetrahydrofuran;

With hydrogenchloride; pH=3 - 4; Further stages.;

DOI:10.1021/jo801131z

Reference yield: 100.0%

3-nitro-4-methylpyridine (5832-44-0) → 3-amino-4-methylpyridine (3430-27-1)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 0.5h; under 3102.97 Torr;

upstream raw materials:

malonic acid dibenzyl ester

4-chloro-3-nitropyridine

3-nitropyridine

chloroacetic acid ethyl ester

Downstream raw materials:

3-nitro-4-[(E)-2-phenylethenyl]pyridine

3-amino-4-methylpyridine

3-nitro-4-pyridinecarboxaldehyde

3-nitropyridine-4-carboxylic acid

Refernces

• 1、 Daisley, R. W.,Hanbali, J. R.. "A SHORT SYNTHESIS OF 4- AND 6-AZAINDOL-2(3H)-ONES". . p. 743 - 750. Retrieved 2007/10/02.