1-Methoxy-2,2,6,6-tetramethylpiperidine

Base Information

• Chemical Name: 1-Methoxy-2,2,6,6-tetramethylpiperidine
• CAS No.: 34672-84-9
• Molecular Formula: C10H21NO
• Molecular Weight: 171.283
• DSSTox Substance ID: DTXSID50408072
• Nikkaji Number: J947.897C
• Wikidata: Q82213435
• Mol file: 34672-84-9.mol

Synonyms:1-methoxy-2,2,6,6-tetramethylpiperidine;PS-TEMPO;34672-84-9;SCHEMBL4747481;DTXSID50408072;WJGXRWDDBFOGEK-UHFFFAOYSA-N

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

Chemical Property:

• Boiling Point: 186.6±23.0 °C(Predicted)
• PSA: 12.47000
• Density: 0.90±0.1 g/cm3(Predicted)
• LogP: 2.52880
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 171.162314293
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(CCCC(N1OC)(C)C)C

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

There total 21 articles about 1-Methoxy-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: 85.0%

(E)-4,4,4-trifluoro-1,3-diphenyl-2-buten-1-one (146801-38-9) + 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) → 1-methoxy-2,2,6,6-tetramethylpiperidine (34672-84-9) + (2S,3S)-phenyl(3-phenyl-3-(trifluoromethyl)oxiran-2-yl)methanone

Guidance literature:

With C₂₉H₂₉F₆N₂O₂⁽¹⁺⁾*Br^(1-); caesium carbonate; methylhydrazine; In tert-butyl methyl ether; at 20 ℃; for 6h; under 760.051 Torr; stereoselective reaction;

DOI:10.1002/anie.201209355

Reference yield: 56.0%

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) + phenylacetylene (536-74-3) + cyclohexene (110-83-8) → 1-methoxy-2,2,6,6-tetramethylpiperidine (34672-84-9) + 1-(cyclohex-2-en-1-ylethynyl)benzene (84248-95-3)

Guidance literature:

With tert.-butylhydroperoxide; tetrakis(actonitrile)copper(I) hexafluorophosphate; 4'-(4-methylphenyl)-2,2':6',2"-terpyridine; In acetonitrile; at 23 - 26 ℃; for 24h; regioselective reaction; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1055/s-0039-1690014

Reference yield: 20.0%

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) + diethyl 4-benzoyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate + 1-(2-(methylthio)phenyl)-3-phenylprop-2-yn-1-one (98324-84-6) → 1-methoxy-2,2,6,6-tetramethylpiperidine (34672-84-9) + 3-benzoyl-2-phenyl-4H-thiochromen-4-one + 1-benzoxy-2,2,6,6-tetramethylpiperidine (7031-95-0)

Guidance literature:

With air; at 20 ℃; for 3h; Irradiation;

DOI:10.1039/d1gc04218a

upstream raw materials:

2,2,6,6-tetramethylpiperidin-1-ol

methyl iodide

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

[Pd(2-diphenylphosphino-4-methylphenol)(CH3)(μ-Cl)]2

Downstream raw materials:

benzoic acid methyl ester

4-methyl-benzoic acid methyl ester

methyl 4-flurobenzoate

methyl 4-tert-butylbenzoate