2,6-Dimethylpyridine N-oxide

Base Information

• Chemical Name: 2,6-Dimethylpyridine N-oxide
• CAS No.: 1073-23-0
• Deprecated CAS: 90881-19-9,91313-96-1,91313-96-1
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• Hs Code.: 29339900
• European Community (EC) Number: 214-025-1
• NSC Number: 60738,18258
• DSSTox Substance ID: DTXSID4061462
• Nikkaji Number: J31.404H
• Wikidata: Q72471872
• Mol file: 1073-23-0.mol

Synonyms:2,6-lutidine N-oxide;2,6-lutidine N-oxide hydrochloride

Chemical Property of 2,6-Dimethylpyridine N-oxide

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Melting Point: 9-10 °C
• Refractive Index: 1.567-1.57
• Boiling Point: 290.378 °C at 760 mmHg
• PKA: pK1:1.366(+1) (25°C)
• Flash Point: 129.416 °C
• PSA: 25.46000
• Density: 1.003 g/cm³
• LogP: 1.73190
• Sensitive.: Hygroscopic
• Water Solubility.: Miscible with water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 84.9

Purity/Quality:

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

2,6-Lutidine N-oxide 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22-22
• Safety Statements: 36/37/39-26-36/37-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=[N+](C(=CC=C1)C)[O-]
• Uses: 2,6-Lutidine N-oxide is used as a ligand and form coordination complexes with metal salts.

Technology Process of 2,6-Dimethylpyridine N-oxide

There total 21 articles about 2,6-Dimethylpyridine N-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: 100.0%

2,6-dimethylpyridine (108-48-5) → 2,6-lutidine N-oxide (1073-23-0)

Guidance literature:

With dihydrogen peroxide; Na₁₂[WZn₃(H₂O)2(ZnW₉O₃₄)2]; at 75 ℃; for 7h;

DOI:10.1002/adsc.200303156

Reference yield: 84.0%

2-methylpyridine N-oxide (931-19-1) + bis(1-methyl-1-phenylethyl)peroxide (80-43-3) → 2,6-lutidine N-oxide (1073-23-0)

Guidance literature:

In neat (no solvent); at 120 ℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5ob01900a

Reference yield: 74.0%

pyridine N-oxide (694-59-7) + bis(1-methyl-1-phenylethyl)peroxide (80-43-3) → 2-methylpyridine N-oxide (931-19-1) + 2,6-lutidine N-oxide (1073-23-0)

Guidance literature:

In neat (no solvent); at 120 ℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5ob01900a

upstream raw materials:

2,6-dimethylpyridine

tetramethlyammonium chloride

4-(4'-N,N-dimethylaminostyryl)pyridine N-oxide

pyridine N-oxide

Downstream raw materials:

acetic acid 6-methyl-pyridin-2-ylmethyl ester

3-acetoxy-2,6-dimethyl-pyridine

2,6-dimethylisonicotinonitrile

2-(6-methylpyridin-2-yl)acetonitrile

Refernces

• 1、 Murakami,Sunamoto. "-". . p. 3350. Retrieved 1969.
• 2、 Burnett, Marianne E.,Green, Kayla N.,Schwartz, Timothy M.. "Electronic influence of substitution on the pyridine ring within NNN pincer-type molecules". . p. 2356 - 2363. Retrieved 2020.
• 3、 Ma, Fei-He,Chen, Jia-Liang,Li, Qing-Feng,Zuo, Hui-Hui,Huang, Feng,Su, Xun-Cheng. "Kinetic assay of the michael addition-like thiol-ene reaction and insight into protein bioconjugation". . p. 1808 - 1816. Retrieved 2014.
• 4、 Zhao, Wei,Yang, Chunxia,Ding, Yong,Ma, Baochun. "The oxidation of pyridines catalyzed by surfactant-encapsulated polyoxometalate [(C18H37)2(CH3) 2N]8[HBW11O39] with the temperature-responsive property of solubility". . p. 2614 - 2618. Retrieved 2013.
• 5、 -. "Method for preparing sulfone and N-oxygen compound by using green and efficient oxidation system". Paragraph 0045-0047. . Retrieved 2021/01/29.
• 6、 Bugaenko, Dmitry I.,Yurovskaya, Marina A.,Karchava, Alexander V.. "From Pyridine- N-oxides to 2-Functionalized Pyridines through Pyridyl Phosphonium Salts: An Umpolung Strategy". supporting information. p. 6099 - 6104. Retrieved 2021/08/03.