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

Base Information

• Chemical Name: 2,2,6,6-Tetramethyl-4-piperidone
• CAS No.: 826-36-8
• Deprecated CAS: 59217-40-2
• Molecular Formula: C9H17NO
• Molecular Weight: 155.24
• Hs Code.: 2933.39
• European Community (EC) Number: 212-554-2
• NSC Number: 16579
• UNII: 2K4430S3XP
• DSSTox Substance ID: DTXSID4041527
• Nikkaji Number: J107D
• Wikipedia: Triacetonamine
• Wikidata: Q6120732
• Metabolomics Workbench ID: 44728
• ChEMBL ID: CHEMBL117614
• Mol file: 826-36-8.mol

Synonyms:2,2,6,6-tetramethyl-4-piperidone;2,2,6,6-tetramethylpiperidone-4-toluene-p-sulfonate;tempidon;tempidon 4-methylbenzenesulfonate;tempidon hydrochloride;tempidon sulfate;TMPone;triacetonamine

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

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 58-62 °C
• Refractive Index: 1.454
• Boiling Point: 205.6 °C at 760 mmHg
• PKA: 9.20±0.60(Predicted)
• Flash Point: 73.2 °C
• PSA: 29.10000
• Density: 0.882 g/cm⁸
• LogP: 1.82490
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: DMSO, Methanol
• Water Solubility.: 249g/L at 20℃
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 155.131014166
• Heavy Atom Count: 11
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): C, Xn
• Hazard Codes: C,Xn
• Statements: 34-22-36/37/38
• Safety Statements: 45-36/37/39-26-22-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=O)CC(N1)(C)C)C
• Uses: The product is the intermediate and pharmaceutical intermediate of histamine light stabilizer. Itself also has light-stabilizing effect. It has important application in pharmaceuticals. 2,2,6,6-Tetramethyl-4-piperidinone (cas# 826-36-8) is a compound useful in organic synthesis.

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

There total 41 articles about 2,2,6,6-Tetramethyl-4-piperidone 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: 98.0%

phorone (504-20-1) → 2,2,6,6-Tetramethyl-4-piperidone (826-36-8)

Guidance literature:

With ammonium hydroxide; at -80 - 85 ℃;

DOI:10.1080/15257770701490522

Reference yield: 88.0%

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

Guidance literature:

With C₄₄H₆₆O₈P₄Pd₂; methyl vinyl ketone; In water; toluene; at 105 ℃; for 16h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/cctc.201601261

Reference yield: 83.6%

acetone (67-64-1) → 2,2,6,6-Tetramethyl-4-piperidone (826-36-8)

Guidance literature:

With ammonia; at 80 ℃; for 12h; Temperature; Autoclave;

upstream raw materials:

phorone

2,6-diamino-2,6-dimethyl-heptan-4-one

acetone

4-amino-4-methylpentan-2-one

Downstream raw materials:

4-hydroxy-2,2,6,6-tetramethylpiperidine

1,3,8-triaza-7,7,9,9-tetramethyl-spiro[4.5]decane-2,4-dione

4-amino-4-methylpentan-2-one

4-hydroxyimino-2,2,6,6-tetramethylpiperidine hydrochloride

Refernces

• 1、 Sosnovsky,Konieczny. "-". . p. 735. Retrieved 1976.
• 2、 -. "Preparation method for synthesizing polymerization inhibitor 702 from acetone and ammonia gas through one-pot method". Paragraph 0027-0030; 0036; 0038-0050. . Retrieved 2021/04/28.
• 3、 -. "Method for preparing triacetone amine". Paragraph 0133-0144. . Retrieved 2020/07/05.