2,6-Dimethyl-3-nitropyridine

Base Information

• Chemical Name: 2,6-Dimethyl-3-nitropyridine
• CAS No.: 15513-52-7
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.153
• Hs Code.: 29333999
• European Community (EC) Number: 239-543-5
• NSC Number: 88939
• DSSTox Substance ID: DTXSID10165816
• Nikkaji Number: J317.949D
• Wikidata: Q72471039
• Mol file: 15513-52-7.mol

Synonyms:2,6-Dimethyl-3-nitropyridine;15513-52-7;3-Nitro-2,6-lutidine;Pyridine, 2,6-dimethyl-3-nitro-;3-nitro-2,6-dimethylpyridine;2,6-Dimethyl-3-nitroypyridine;2,6-Dimethyl-3-nitro-pyridine;EINECS 239-543-5;nitrolutidine;NSC88939;SCHEMBL1135629;3-Nitro-2,6-lutidine, 97%;DTXSID10165816;2-methyl-5-nitro-6-methylpyridine;MFCD00023503;NSC 88939;NSC-88939;STL280537;AKOS015842622;CS-W010953;PS-6214;FT-0637236;N0997;AC-907/25004680;J-507504

Chemical Property of 2,6-Dimethyl-3-nitropyridine

Chemical Property:

• Appearance/Colour: Off-white to tan powder
• Vapor Pressure: 0.0293mmHg at 25°C
• Melting Point: 26-31 °C(lit.)
• Refractive Index: 1.551
• Boiling Point: 235.449 °C at 760 mmHg
• PKA: 2?+-.0.10(Predicted)
• Flash Point: 96.196 °C
• PSA: 58.71000
• Density: 1.198 g/cm³
• LogP: 2.12980
• Storage Temp.: Flammables area
• Solubility.: soluble in Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dimethyl-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi,Xn
• Hazard Codes: F,Xi,Xn
• Statements: 11-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NC(=C(C=C1)[N+](=O)[O-])C
• Uses: 3-Nitro-2,6-lutidine may be used in the preparation of 3-methoxy-2,7-dimethyl-2H-1,4-diazepine1 and 3-amino-2,6-lutidine.

Technology Process of 2,6-Dimethyl-3-nitropyridine

There total 7 articles about 2,6-Dimethyl-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: 90.0%

2,6-dimethylpyridine (108-48-5) → 3-nitro-2,6-lutidine (15513-52-7,767567-84-0)

Guidance literature:

With sulfuric acid; nitric acid;

DOI:10.1016/S0040-4039(00)93168-X

Reference yield: 82.0%

→ 3-nitro-2,6-lutidine (15513-52-7,767567-84-0)

Guidance literature:

With magnesium(II) perchlorate; 2-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide; In [D₃]acetonitrile; at 85 ℃; for 5h; Inert atmosphere; Sealed tube;

Reference yield: 74.0%

2,6-dimethylpyridine-3-carboxylic acid (5860-71-9) → 3-nitro-2,6-lutidine (15513-52-7,767567-84-0)

Guidance literature:

With nitronium tetrafluoborate; silver carbonate; In N,N-dimethyl acetamide; at 90 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.5b02133

upstream raw materials:

2,6-dimethylpyridine

1,4-Dimethyl-3,5-dinitro-2-pyridone

acetone

1,6-Dimethyl-3,5-dinitro-2-pyridone

Downstream raw materials:

6-methyl-3-nitro-2-trans-styryl-pyridine

3-nitro-2,6-distyrylpyridine

2-methyl-3-nitro-6-styrylpyridine

2,6-dimethylpyridin-3-amine

Refernces

• 1、 -. "NITRATION". Page/Page column 36; 37; 49; 39; 53. . Retrieved 2020/05/28.
• 2、 Bakke, Jan M.,Hegbom, Ingrid,Oevreeide, Elin,Aaby, Kjersti. "Nitration of Aromatic and Heteroaromatic Compounds by Dinitrogen Pentaoxide". . p. 1001 - 1006. Retrieved 2007/10/02.