2,2,6,6-Tetramethyl-1-(1-phenylethoxy)piperidine

Base Information

• Chemical Name: 2,2,6,6-Tetramethyl-1-(1-phenylethoxy)piperidine
• CAS No.: 154554-67-3
• Molecular Formula: C17H27 N O
• Molecular Weight: 261.407
• European Community (EC) Number: 633-855-9
• DSSTox Substance ID: DTXSID60400249
• Nikkaji Number: J677.282J
• Mol file: 154554-67-3.mol

Synonyms:2,2,6,6-tetramethyl-1-(1-phenylethoxy)piperidine;154554-67-3;Piperidine,2,2,6,6-tetramethyl-1-(1-phenylethoxy)-;Piperidine, 2,2,6,6-tetramethyl-1-(1-phenylethoxy)-;S-TEMPO;SCHEMBL682099;DTXSID60400249;AMY18821;AKOS025294595;FT-0675100;1-(1-phenylethoxy)-2,2,6,6-tetramethylpiperidin

Chemical Property of 2,2,6,6-Tetramethyl-1-(1-phenylethoxy)piperidine

Chemical Property:

• Vapor Pressure: 0.000288mmHg at 25°C
• Melting Point: 40-45°C
• Refractive Index: 1.523
• Boiling Point: 322°C at 760 mmHg
• PKA: 3.94±0.60(Predicted)
• Flash Point: 110℃
• PSA: 12.47000
• Density: 0.98g/cm³
• LogP: 4.66020
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform, Methanol
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 261.209264485
• Heavy Atom Count: 19
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

2,2,6,6-Tetramethyl-1-(1-phenylethoxy)piperidine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)ON2C(CCCC2(C)C)(C)C
• Uses: An inhibitor for stable free radical polymerizations An inhibitor for stable free radical polymerizations.

Technology Process of 2,2,6,6-Tetramethyl-1-(1-phenylethoxy)piperidine

There total 30 articles about 2,2,6,6-Tetramethyl-1-(1-phenylethoxy)piperidine 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%

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) + C19H23NO4 → 1-phenyl-1-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane (154554-67-3)

Guidance literature:

With 2H-benzo[b][1,4]oxazin-2-one; sodium persulfate; In acetonitrile; at 80 ℃; for 3h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.1c01558

Reference yield: 97.0%

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) + C19H23NO4 → dimethyl 2,6-dimethylpyridine-3,5-dicarboxylate (27525-74-2) + 1-phenyl-1-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane (154554-67-3)

Guidance literature:

With sodium persulfate; In acetonitrile; at 80 ℃; for 3h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.1c01558

Reference yield: 97.0%

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) + ethylbenzene (100-41-4,27536-89-6) → 1-phenyl-1-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane (154554-67-3)

Guidance literature:

With tert.-butylhydroperoxide; [2,2]bipyridinyl; copper diacetate; In water; at 60 ℃; for 0.833333h; Reagent/catalyst; Temperature; Catalytic behavior; Schlenk technique;

DOI:10.1002/adsc.201500544

upstream raw materials:

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

1-phenylethyl radical

styrene

ethylbenzene

Downstream raw materials:

1,3-diphenylbutane-1-one

1-Phenylethanol

acetophenone

styrene

Refernces

• 1、 Kirner, Hans-J.,Schwarzenbach, Franz,Van Der Schaaf, Paul A.,Hafner, Andreas,Rast, Valerie,Frey, Markus,Nesvadba, Peter,Rist, Guenther. "Synthesis of N-alkoxy amines via catalytic oxidation of hydrocarbons". . p. 554 - 560. Retrieved 2004.
• 2、 Alam, Md Nirshad,Bera, Asish,Dash, Soumya Ranjan,Maity, Pradip,Rani, Soniya,Vanka, Kumar. "Phosphite mediated asymmetric N to C migration for the synthesis of chiral heterocycles from primary amines". . p. 8996 - 9003. Retrieved 2021.
• 3、 Haidasz, Evan A.,Meng, Derek,Amorati, Riccardo,Baschieri, Andrea,Ingold, Keith U.,Valgimigli, Luca,Pratt, Derek A.. "Acid Is Key to the Radical-Trapping Antioxidant Activity of Nitroxides". . p. 5290 - 5298. Retrieved 2016.
• 4、 Belli, Roman G.,Joannou, Matthew V.,Roberts, Courtney C.,Tafuri, Victoria C.. "D0Metal-Catalyzed Alkyl-Alkyl Cross-Coupling Enabled by a Redox-Active Ligand". . p. 3094 - 3099. Retrieved 2022/03/15.
• 5、 Li, Xiaopei,Kato, Tatsuhisa,Nakamura, Yasuyuki,Yamago, Shigeru. "The effect of viscosity on the coupling and hydrogen-abstraction reaction between transient and persistent radicals". . p. 966 - 972. Retrieved 2021/04/29.