2,2,6,6-Tetramethyl-4-piperidinecarbonitrile

Base Information

• Chemical Name: 2,2,6,6-Tetramethyl-4-piperidinecarbonitrile
• CAS No.: 67845-90-3
• Molecular Formula: C10H18N2
• Molecular Weight: 166.2633
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID6070695
• Nikkaji Number: J429.664H
• Wikidata: Q81998084
• Mol file: 67845-90-3.mol

Synonyms:67845-90-3;2,2,6,6-TETRAMETHYL-4-CYANOPIPERIDINE;2,2,6,6-tetramethylpiperidine-4-carbonitrile;2,2,6,6-Tetramethyl-4-piperidinecarbonitrile;4-CYANO-2,2,6,6-TETRAMETHYLPIPERIDINE;4-Piperidinecarbonitrile, 2,2,6,6-tetramethyl-;SCHEMBL6120368;DTXSID6070695;MFCD07369663;ZB1129;AKOS006287017;AS-36475;CS-0253425;FT-0675094;EN300-6432027;Z1198172295

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

Chemical Property:

• Vapor Pressure: 0.0266mmHg at 25°C
• Melting Point: 230°C dec.
• Boiling Point: 246.8°Cat760mmHg
• Flash Point: 103.1°C
• PSA: 35.82000
• Density: 0.93g/cm³
• LogP: 2.39558
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 166.146998583
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

95% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(CC(N1)(C)C)C#N)C
• Uses: 2,2,6,6-Tetramethyl-4-cyanopiperidine (cas# 67845-90-3) is a compound useful in organic synthesis.

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

There total 3 articles about 2,2,6,6-Tetramethyl-4-piperidinecarbonitrile 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: 90.0%

2,2,6,6-Tetramethyl-4-piperidone (826-36-8) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → 4-cyano-2,2,6,6-tetramethylpiperidine (67845-90-3)

Guidance literature:

2,2,6,6-Tetramethyl-4-piperidone; With potassium tert-butylate; In 1,2-dimethoxyethane; tert-butyl alcohol; for 1h; Inert atmosphere;

[(p-methylphenyl)sulfonylmethyl]isonitrile; In 1,2-dimethoxyethane; tert-butyl alcohol; at 20 ℃; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2010.11.049

Reference yield: 76.0%

[(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) + 2,2,6,6-tetramethylpiperidin-4-one hydrochloride (33973-59-0) → 4-cyano-2,2,6,6-tetramethylpiperidine (67845-90-3)

Guidance literature:

With potassium tert-butylate; In 1,2-dimethoxyethane; tert-butyl alcohol; 1.) 0 deg C, 45 min; 2.) room temp., 1 h.;

DOI:10.1002/jhet.5570210240

Reference yield: 68.0%

2,2,6,6-Tetramethyl-4-piperidone (826-36-8) + p-tolylsulfonyl isocyanide → 4-cyano-2,2,6,6-tetramethylpiperidine (67845-90-3)

Guidance literature:

With potassium tert-butylate; In 1,2-dimethoxyethane; tert-butyl alcohol; at 110 ℃; for 1h;

DOI:10.1124/mol.118.112359

upstream raw materials:

[(p-methylphenyl)sulfonylmethyl]isonitrile

2,2,6,6-tetramethylpiperidin-4-one hydrochloride

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