2,2,6,6-Tetramethyl-piperidine 1-oxide

Base Information

• Chemical Name: 2,2,6,6-Tetramethyl-piperidine 1-oxide
• CAS No.: 5132-07-0
• Molecular Formula: C9H19NO
• Molecular Weight: 157.256
• DSSTox Substance ID: DTXSID00435858
• Nikkaji Number: J1.968.655H,J370.333I
• Wikidata: Q82250972
• Mol file: 5132-07-0.mol

Synonyms:2,2,6,6-Tetramethyl-piperidine 1-oxide;2,2,6,6-Tetramethylpiperidine-N-oxide;2,2,6,6-Tetramethylpiperidine 1-oxide;5132-07-0;SCHEMBL231449;DTXSID00435858;RVWUHFFPEOKYLB-UHFFFAOYSA-N;2,2,6,6-tetramethylpiperidine oxide;2,2,6,6-tetra-methylpiperidine oxide;Q-200156;(2,2,6,6-Tetramethylpiperidine 1-oxide)-1-ylradical

Chemical Property of 2,2,6,6-Tetramethyl-piperidine 1-oxide

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 157.146664230
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC([NH+]1[O-])(C)C)C

Technology Process of 2,2,6,6-Tetramethyl-piperidine 1-oxide

There total 2 articles about 2,2,6,6-Tetramethyl-piperidine 1-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: 41.0%

1,2,2,6,6-pentamethylpiperidine (79-55-0) → 2,2,6,6-tetramethyl-piperidine (768-66-1) + TEMPO (5132-07-0) + 2,2,6,6-tetramethylpiperidine-1-carboxaldehyde (54262-97-4)

Guidance literature:

With sodium periodate; ruthenium tetroxide; In tetrachloromethane; water; for 5h;

DOI:10.1002/ardp.19843170106

Reference yield:

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3) → 2,2,6,6-tetramethyl-piperidine (768-66-1) + TEMPO (5132-07-0)

Guidance literature:

With potassium hydroxide; at 20 - 25 ℃; Product distribution; electrolysis: Pt plates as anode and cathode, current 2 A; also with respective 4-oxonitroxyl radical;

Reference yield: 91.0%

TEMPO (5132-07-0) + benzyl (2-(5-methyl-1H-indol-3-yl)ethyl)carbamate → (3aS,8aR)-benzyl 5-methyl-3a-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1(2H)-carboxylate

Guidance literature:

With dmap; (R_a)-4-hydroxy-2,6-bis(2,4,6-triisopropylphenyl)-5,5’,6,6’,7,7’,8,8’-octahydrodinaphtho[1,3,2]dioxaphosphepine 4-oxide; copper(I) triflate; In toluene; at -20 ℃; for 60h; stereoselective reaction; Irradiation;

upstream raw materials:

1,2,2,6,6-pentamethylpiperidine

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

Downstream raw materials:

1-(1,3-diphenylpropoxy)-2,2,6,6-tetramethylpiperidine

meso-1,3,4,6-tetraphenylhexane

rac-1,3,4,6-tetraphenylhexane

cyclohexylmethoxy-2,2,6,6-tetramethylpiperidine