4-Cyano-TEMPO

Base Information

• Chemical Name: 4-Cyano-TEMPO
• CAS No.: 38078-71-6
• Molecular Formula: C10H17N2O
• Molecular Weight: 181.258
• Hs Code.: 2933399990
• European Community (EC) Number: 630-933-4
• Nikkaji Number: J398.847C
• Mol file: 38078-71-6.mol

Synonyms:4-Cyano-TEMPO;38078-71-6;4-Cyano-2,2,6,6-tetramethylpiperidine 1-Oxyl;4-Cyano-TEMPO, 97%;DTXSID90583650;AKOS025295255;C1782;CS-0179370;1-Piperidinyloxy, 4-cyano-2,2,6,6-tetramethyl-;(4-Cyano-2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl;4-CYANO-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL, FREE RADICAL

Chemical Property of 4-Cyano-TEMPO

Chemical Property:

• Vapor Pressure: 0.000383mmHg at 25°C
• Melting Point: 145-147 °C(lit.)
• Refractive Index: 1.503
• Boiling Point: 294.923 °C at 760 mmHg
• Flash Point: 132.165 °C
• PSA: 27.03000
• Density: 1.04g/cm³
• LogP: 2.06258
• Storage Temp.: Refrigerator
• Solubility.: soluble in Ethanol
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 181.134088170
• Heavy Atom Count: 13
• Complexity: 231

Purity/Quality:

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

4-Cyano-TEMPO ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 26-27-28-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(CC(CC(N1[O])(C)C)C#N)C
• Uses: 4-Cyano-TEMPO (cas# 38078-71-6) is a compound useful in organic synthesis.

Technology Process of 4-Cyano-TEMPO

There total 5 articles about 4-Cyano-TEMPO 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: 94.0%

4-oxo-2,2,6,6-tetramethylpiperidin-oxyl (45985-26-0,2896-70-0) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → 4-cyano-2,2,6,6-tetramethyl-piperidinyloxy (38078-71-6)

Guidance literature:

With potassium tert-butylate; In 1,2-dimethoxyethane; tert-butyl alcohol; at 0 - 20 ℃; for 1.75h;

DOI:10.1039/c6ob02194h

Reference yield: 89.0%

4-oxo-2,2,6,6-tetramethyl-piperidinyloxy + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → (4-cyano-2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl (38078-71-6)

Guidance literature:

With potassium tert-butylate; In 1,2-dimethoxyethane;

Reference yield:

2,2,6,6-Tetramethyl-4-piperidone (826-36-8) → 4-cyano-2,2,6,6-tetramethyl-piperidinyloxy (38078-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dihydrogen peroxide; sodium tungstate (VI) dihydrate / water; methanol / 120 h / 20 °C

2: potassium tert-butylate / 1,2-dimethoxyethane; tert-butyl alcohol / 1.75 h / 0 - 20 °C

With sodium tungstate (VI) dihydrate; potassium tert-butylate; dihydrogen peroxide; In methanol; 1,2-dimethoxyethane; water; tert-butyl alcohol;

DOI:10.1039/c6ob02194h

upstream raw materials:

4-oxo-2,2,6,6-tetramethylpiperidin-oxyl

[(p-methylphenyl)sulfonylmethyl]isonitrile

1-hydroxy-4-cyano-2,2,6,6-tetramethylpiperidinium chloride

2,2,6,6-Tetramethyl-4-piperidone

Downstream raw materials:

1-oxyl-4-carboxyl-2,2,6,6-tetramethylpiperidine