2,6-Dimethyl-4-nitropyridine

Base Information

• Chemical Name: 2,6-Dimethyl-4-nitropyridine
• CAS No.: 4913-57-9
• Molecular Formula: C7H8 N2 O2
• Molecular Weight: 152.153
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30401980
• Nikkaji Number: J2.877.406K
• Wikidata: Q82205310
• Mol file: 4913-57-9.mol

Synonyms:2,6-dimethyl-4-nitropyridine;4913-57-9;Pyridine, 2,6-dimethyl-4-nitro-;2,6-dimethyl-4-nitro-pyridine;SCHEMBL2437759;DTXSID30401980;OLERZURONBJUJK-UHFFFAOYSA-N;MFCD00234324;AKOS006274974;AC-25630;BS-17103;CS-0152819;FT-0741854;10.14272/OLERZURONBJUJK-UHFFFAOYSA-N.1;doi:10.14272/OLERZURONBJUJK-UHFFFAOYSA-N.1;J-507506

Chemical Property of 2,6-Dimethyl-4-nitropyridine

Chemical Property:

• Melting Point: 47℃
• PSA: 58.71000
• LogP: 2.12980
• Storage Temp.: 2-8°C
• 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: 145

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-dimethyl-4-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=N1)C)[N+](=O)[O-]

Technology Process of 2,6-Dimethyl-4-nitropyridine

There total 5 articles about 2,6-Dimethyl-4-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: 88.0%

4-nitro-2,6-lutidine-1-oxide (4808-64-4) → 4-nitro-2,6-dimethylpyridine (4913-57-9)

Guidance literature:

With phosphorus tribromide; In chloroform; at 0 ℃; for 4h; Reflux;

DOI:10.1039/c7cp04311b

Reference yield:

2,6-dimethylpyridine (108-48-5) → 4-nitro-2,6-dimethylpyridine (4913-57-9)

Guidance literature:

Multi-step reaction with 3 steps

1: dihydrogen peroxide; acetic acid / water / 27 h / 70 °C / Inert atmosphere

2: sulfuric acid; nitric acid / 7 h / 128 - 130 °C / Inert atmosphere

3: triphenylphosphine / 2,2'-[1,2-ethanediylbis(oxy)]bisethanol / 1 h / 200 °C / Inert atmosphere

With sulfuric acid; dihydrogen peroxide; nitric acid; acetic acid; triphenylphosphine; In water; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol;

DOI:10.1007/s10562-010-0433-x

Reference yield:

2,6-lutidine N-oxide (1073-23-0) → 4-nitro-2,6-dimethylpyridine (4913-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid; sulfuric acid / 10 h / 0 °C / Reflux

2: phosphorus tribromide / chloroform / 4 h / 0 °C / Reflux

With sulfuric acid; nitric acid; phosphorus tribromide; In chloroform;

DOI:10.1039/c7cp04311b

upstream raw materials:

2,6-dimethylpyridine

4-nitro-2,6-lutidine-1-oxide

2,6-lutidine N-oxide

2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Downstream raw materials:

2,6-bis(bromomethyl)-4-nitropyridine

4-nitro-2,6-diacetylpyridine bis(2,4,6-trimethylphenylimine)

4-nitro-pyridine-2,6-dicarboxylic acid

3,5-dimethyl-1-(phenylsulphonyl)benzene

Refernces

• 1、 Yepremyan, Akop,Mekhail, Magy A.,Niebuhr, Brian P.,Pota, Kristof,Sadagopan, Nishanth,Schwartz, Timothy M.,Green, Kayla N.. "Synthesis of 12-Membered Tetra-aza Macrocyclic Pyridinophanes Bearing Electron-Withdrawing Groups". . p. 4988 - 4998. Retrieved 2020/04/02.
• 2、 Yang, Yin,Gong, Yan-Jun,Litvinov, Aleksei,Liu, Hong-Kai,Yang, Feng,Su, Xun-Cheng,Goldfarb, Daniella. "Generic tags for Mn(II) and Gd(III) spin labels for distance measurements in proteins". . p. 26944 - 26956. Retrieved 2017/10/19.