2,2,6,6-Tetramethyl-4-piperidinol

Base Information

• Chemical Name: 2,2,6,6-Tetramethyl-4-piperidinol
• CAS No.: 2403-88-5
• Deprecated CAS: 119030-52-3,95368-80-2,95368-80-2
• Molecular Formula: C9H19NO
• Molecular Weight: 157.256
• Hs Code.: 2933.39
• European Community (EC) Number: 219-291-2
• NSC Number: 16575
• UNII: IS23Q8EGZ6
• DSSTox Substance ID: DTXSID3029655
• Nikkaji Number: J39.108E
• Wikidata: Q27280873
• ChEMBL ID: CHEMBL117625
• Mol file: 2403-88-5.mol

Synonyms:4-hydroxy-2,2,6,6-tetramethylpiperidine;lastar A;lastar A, monosodium salt

Chemical Property of 2,2,6,6-Tetramethyl-4-piperidinol

Chemical Property:

• Appearance/Colour: white to slightly beige crystalline powder
• Vapor Pressure: 0.035mmHg at 25°C
• Melting Point: 129-131 °C(lit.)
• Refractive Index: 1.4248 (estimate)
• Boiling Point: 214.1 °C at 760 mmHg
• PKA: 14.99±0.60(Predicted)
• Flash Point: 53 °C
• PSA: 32.26000
• Density: 0.891 g/cm³
• LogP: 1.61670
• Storage Temp.: Store below +30°C.
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: 130 g/L (23 ºC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 157.146664230
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

98%99% ^*data from raw suppliers

2,2,6,6-Tetramethyl-4-piperidinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C
• Statements: 36/37/38-43-34
• Safety Statements: 26-36-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(CC(N1)(C)C)O)C
• Uses: An intermediate in the preparation of Piperidinyloxy free radical derivatives. 2,2,6,6-tetramethyl-4-piperidinol has been used to study the irradiation of Camptothecin (CPT) in aerated dimethylsulfoxide (DMSO) solution that leads to formation of singlet oxygen.

Technology Process of 2,2,6,6-Tetramethyl-4-piperidinol

There total 31 articles about 2,2,6,6-Tetramethyl-4-piperidinol 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: 95.0%

2,2,6,6-Tetramethyl-4-piperidone (826-36-8) → 4-hydroxy-2,2,6,6-tetramethylpiperidine (2403-88-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 4h;

DOI:10.1007/s11030-020-10094-2

Reference yield: 87.0%

TEMPOL (45985-24-8,2226-96-2) + diazodiphenylmethane (908093-98-1) → 4-hydroxy-2,2,6,6-tetramethylpiperidine (2403-88-5) + benzophenone (119-61-9)

Guidance literature:

In acetonitrile; Product distribution; Rate constant; Mechanism; Ambient temperature; Irradiation; in chlorobenzene;

DOI:10.1021/jo00200a040

Reference yield: 79.0%

triacetonamine silfate → 4-hydroxy-2,2,6,6-tetramethylpiperidine (2403-88-5) + 2,2,2',2',6,6,6'6'-octamethyl-4,4'-dihydroxy-4,4'-bipiperidyl (55196-74-2)

Guidance literature:

at 30 - 35 ℃; for 77.2h; electrochemical reduction at zinc cathode;

upstream raw materials:

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

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

TEMPOL

phenyl benzyl ketone

Downstream raw materials:

1,2,2,6,6-pentamethyl-piperidin-4-ol

4-benzoyloxy-2,2,6,6-tetramethylpiperidine

1-benzoyl-4-benzoyloxy-2,2,6,6-tetramethyl-piperidine

2-(4-hydroxy-2,2,6,6-tetramethyl-piperidino)-1-phenyl-ethanone

Refernces

• 1、 Kornblum,Pinnick. "-". . p. 2050. Retrieved 1972.
• 2、 Sun, Meng,Du, Xiaobao,Wang, Huabang,Wu, Zhiwei,Li, Yang,Chen, Ligong. "Reductive amination of triacetoneamine with n-butylamine over Cu-Cr-La/γ-Al2O3". . p. 1703 - 1708. Retrieved 2011.
• 3、 Bellus et al.. "-". . p. 1199. Retrieved 1972.
• 4、 Cunha, Anna C.,Ferreira, Vitor F.,Vaz, Maria G. F.,Cassaro, Rafael A. All?o,Resende, Jackson A. L. C.,Sacramento, Carolina Q.,Costa, Jéssica,Abrantes, Juliana L.,Souza, Thiago Moreno L.,Jord?o, Alessandro K.. "Chemistry and anti-herpes simplex virus type 1 evaluation of 4-substituted-1H-1,2,3-triazole-nitroxyl-linked hybrids". . p. 2035 - 2043. Retrieved 2020/05/25.
• 5、 Membrat, Romain,Vasseur, Alexandre,Martinez, Alexandre,Giordano, Laurent,Nuel, Didier. "Phosphinous Acid Platinum Complex as Robust Catalyst for Oxidation: Comparison with Palladium and Mechanistic Investigations". supporting information. p. 5427 - 5434. Retrieved 2018/10/20.