1-Nitroso-2,2,6,6-tetramethylpiperidine

Base Information

• Chemical Name: 1-Nitroso-2,2,6,6-tetramethylpiperidine
• CAS No.: 6130-93-4
• Molecular Formula: C9H18 N2 O
• Molecular Weight: 170.255
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50879627
• Nikkaji Number: J2.240C
• Wikidata: Q82861733
• ChEMBL ID: CHEMBL165516
• Mol file: 6130-93-4.mol

Synonyms:2,2',6,6'-tetramethyl-N-nitrosopiperidine

Chemical Property of 1-Nitroso-2,2,6,6-tetramethylpiperidine

Chemical Property:

• Vapor Pressure: 0.0434mmHg at 25°C
• Refractive Index: 1.4790 (estimate)
• Boiling Point: 246.1°C at 760 mmHg
• Flash Point: 102.6°C
• PSA: 98.13000
• Density: 1g/cm³
• LogP: 2.95150
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 170.141913202
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: CC1(CCCC(N1N=O)(C)C)C
• Uses: 2,?2'',?6,?6''-?Tetramethyl-?N-?nitrosopiperidine is a non-carcinogenic derivative of N-?nitrosopiperidine.

Technology Process of 1-Nitroso-2,2,6,6-tetramethylpiperidine

There total 5 articles about 1-Nitroso-2,2,6,6-tetramethylpiperidine 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: 73.0%

1-(phenylethynyl)-2-(vinyloxy)-benzene (1393481-89-4) → 2,2,6,6-tetramethyl-1-nitrosopiperidine (6130-93-4) + 3-benzoylbenzofuran-2-carbaldehyde

Guidance literature:

With tert.-butylnitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In N,N-dimethyl-formamide; at 40 ℃; for 8h; under 760.051 Torr; Schlenk technique;

DOI:10.1002/anie.201408978

Reference yield: 68.0%

2,2,6,6-tetramethyl-piperidine (768-66-1) → 2,2,6,6-tetramethyl-1-nitrosopiperidine (6130-93-4) + N-fluoro-2,2,6,6-tetramethylpiperidine (24192-33-4)

Guidance literature:

With trifluoroamine oxide; at 0 ℃; for 12h;

DOI:10.1021/ja00162a045

Reference yield: 50.0%

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) + nitromethane (75-52-5) + 2-aminobenzanilide (4424-17-3) → 3-phenyl-4(3H)-quinazolinone (16347-60-7) + 2,2,6,6-tetramethyl-1-nitrosopiperidine (6130-93-4) + 3-phenyl-1,2,3-benzotriazin-4(3H)-one (19263-30-0)

Guidance literature:

With tert.-butylhydroperoxide; caesium carbonate; acetic acid; potassium iodide; In water; at 120 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201500619

upstream raw materials:

2,2,6,6-tetramethyl-piperidine

1-(phenylethynyl)-2-(vinyloxy)-benzene

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

nitromethane

Downstream raw materials:

2,2,6,6-Tetramethyl-1-piperidin

1-Methylenamino-2,2,6,6-tetramethyl-piperidin

1-amino-2,2,6,6-tetramethylpiperidine

2,2,6,6-tetramethyl-piperidine

Refernces

• 1、 Jiao, Yan-Xiao,Wei, Lin-Su,Zhao, Chun-Yang,Wei, Kai,Mo, Dong-Liang,Pan, Cheng-Xue,Su, Gui-Fa. "Isobutyl Nitrite-Mediated Synthesis of Quinoxalines through Double C?H Bond Amination of N-Aryl Enamines". . p. 4446 - 4451. Retrieved 2018/10/20.
• 2、 Greer,Blackstock. "Nitrosaminc/2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) complexes and the formation of donor-appended DDQ chains in the solid state". . p. 11343 - 11344. Retrieved 2007/10/03.