4-Dimethylaminopyridine N-oxide

Base Information

• Chemical Name: 4-Dimethylaminopyridine N-oxide
• CAS No.: 1005-31-8
• Molecular Formula: C7H10N2O
• Molecular Weight: 138.169
• Mol file: 1005-31-8.mol

Synonyms:4-Pyridinamine, N, N-dimethyl-, 1-oxide;

Chemical Property of 4-Dimethylaminopyridine N-oxide

Chemical Property:

• Vapor Pressure: 0.000409mmHg at 25°C
• Melting Point: 97 °C
• Refractive Index: 1.52
• Boiling Point: 316.5 °C at 760 mmHg
• PKA: 3.90±0.10(Predicted)
• Flash Point: 145.2 °C
• PSA: 28.70000
• Density: 1.03 g/cm³
• LogP: 1.18110
• Solubility.: soluble in Methanol

Purity/Quality:

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

4-DimethylaminopyridineN-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Dimethylaminopyridine N-oxide

There total 15 articles about 4-Dimethylaminopyridine 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: 99.0%

4-chloropyridine N-oxide (1121-76-2) + dimethyl amine (124-40-3) → 4-(dimethylamino)pyridine N-oxide (1005-31-8)

Guidance literature:

In water; acetonitrile; at 110 ℃; for 1h; Microwave irradiation; Inert atmosphere;

DOI:10.1002/adsc.201500773

Reference yield: 92.0%

dmap (1122-58-3) → 4-(dimethylamino)pyridine N-oxide (1005-31-8)

Guidance literature:

With dihydrogen peroxide; In water; acetonitrile; at 80 ℃; for 4h; Green chemistry;

DOI:10.1039/c6ra13571d

Reference yield:

1-Acetoxy-4-dimethylamino-pyridinium; chloride → 4-(dimethylamino)pyridine N-oxide (1005-31-8) + acetyl chloride (75-36-5)

Guidance literature:

In dichloromethane; at 24.9 ℃; Equilibrium constant; various solvents;

upstream raw materials:

4-chloropyridine N-oxide

dimethyl amine

diisopropylamine

dmap

Downstream raw materials:

triethylamine

dmap

1-N,N-dimethylcarbamoyloxy-4-dimethylaminopyridinium tetraphenylborate

(E)-4-[4-(dimethylamino)styryl]pyridine

Refernces

• 1、 Panwar, Vineeta,Bansal, Ankushi,Ray, Siddharth S.,Jain, Suman L.. "Renewable waste rice husk grafted oxo-vanadium catalyst for oxidation of tertiary amines to N-oxides". . p. 71550 - 71556. Retrieved 2016/08/05.
• 2、 Murray, James I.,Woscholski, Rudiger,Spivey, Alan C.. "Highly efficient and selective phosphorylation of amino acid derivatives and polyols catalysed by 2-aryl-4-(dimethylamino)pyridine-N-oxides-towards kinase-like reactivity". supporting information. p. 13608 - 13611. Retrieved 2015/01/09.