1-Chloro-2,2,6,6-tetramethylpiperidine

Base Information

• Chemical Name: 1-Chloro-2,2,6,6-tetramethylpiperidine
• CAS No.: 32579-76-3
• Molecular Formula: C9H18ClN
• Molecular Weight: 175.702
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00186272
• Nikkaji Number: J1.386.055F
• Wikidata: Q83057521
• Mol file: 32579-76-3.mol

Synonyms:1-chloro-2,2,6,6-tetramethylpiperidine;TMPCl

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

Chemical Property:

• Vapor Pressure: 0.53mmHg at 25°C
• Boiling Point: 190.8°Cat760mmHg
• Flash Point: 69.2°C
• PSA: 3.24000
• Density: 0.98g/cm³
• LogP: 3.12120
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 175.1127773
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC(N1Cl)(C)C)C

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

There total 3 articles about 1-Chloro-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: 99.0%

2,2,6,6-tetramethyl-piperidine (768-66-1) → 1-chloro-2,2,6,6-tetramethylpiperidine (32579-76-3)

Guidance literature:

With chlorine; sodium hydroxide; In water; at 5 - 20 ℃; for 1.5h; Reagent/catalyst; Time; Inert atmosphere;

Reference yield:

2,2,6,6-tetramethyl-piperidine (768-66-1) → 1-chloro-2,2,6,6-tetramethylpiperidine (32579-76-3) + 2,2,6,6-Tetramethylpiperidiniumhydrochlorid (935-22-8)

Guidance literature:

With sulfuryl dichloride; In chloroform-d1; Solvent; Inert atmosphere;

DOI:10.1021/jo402424h

Reference yield:

→ 1-chloro-2,2,6,6-tetramethylpiperidine (32579-76-3)

Guidance literature:

Piperidin I, NaOCl;

DOI:10.1002/jps.2600630911

upstream raw materials:

2,2,6,6-tetramethyl-piperidine

Downstream raw materials:

C₂₂H₄₁ClNPSi₂

P-(2,2,6,6-tetramethylpiperidino)-N-(2,4,6-tri-tert-butylphenyl)phosphinimine

methylene chloride

2,2,6-trimethyl-2,3,4,5-tetrahydropyridine

Refernces

10.1246/bcsj.45.1802

The research investigates the photolysis of hindered N-chloroamines to understand the behavior of the resulting amino radicals and their interactions with oxygen. The study focuses on three N-chloroamines: 1-chloro-2,2,6,6-tetramethyl-4-oxopiperidine (IIa), 1-chloro-2,2,6,6-tetramethylpiperidine (IIb), and 1-chloro-2,2,5,5-tetramethyl-4-oxoimidazolidine (IIc). 1-chloro-2,2,6,6-tetramethylpiperidine (IIb) is a key compound used to study the photolysis of hindered N-chloroamines. It is synthesized by reacting 2,2,6,6-tetramethylpiperidine (Ib) with sodium hypochlorite. When photolyzed in an evacuated benzene solution, IIb generates an amino radical (IIIb) whose ESR spectrum is characterized by triplet lines and supplementary splittings due to interactions with the 14N nucleus and 12 protons of the four methyl substituents. The research provides insights into the behavior of these radicals, which are significant for understanding their potential applications and interactions in chemical processes.

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