4,4-Dimethyl-2,6-dioxopiperidine-3,5-dicarbonitrile

Base Information

• Chemical Name: 4,4-Dimethyl-2,6-dioxopiperidine-3,5-dicarbonitrile
• CAS No.: 61193-04-2
• Molecular Formula: C9H9N3O2
• Molecular Weight: 191.189
• Hs Code.: 2926909090
• NSC Number: 98306,275265
• DSSTox Substance ID: DTXSID50976706
• Nikkaji Number: J2.693.975E
• Mol file: 61193-04-2.mol

Synonyms:4,4-dimethyl-2,6-dioxopiperidine-3,5-dicarbonitrile;61193-04-2;2,4-Dicyano-3,3-dimethylglutarimide;3,5-Dicyano-4,4-dimethylglutarimide;BRN 0183955;Glutarimide, 2,4-dicyano-3,3-dimethyl-;NSC98306;3,5-Piperidinedicarbonitrile, 4,4-dimethyl-2,6-dioxo-;NCIOpen2_001855;2-22-00-00284 (Beilstein Handbook Reference);SCHEMBL7708743;DTXSID50976706;NSC-98306;NSC275265;AKOS006228493;DS-6724;NSC-275265;SB41625;CS-0366492;O11117;A898205;Alpha,gamma -dicyano-beta,beta-dimethyl glutarimide;6-Hydroxy-4,4-dimethyl-2-oxo-2,3,4,5-tetrahydropyridine-3,5-dicarbonitrile

Chemical Property of 4,4-Dimethyl-2,6-dioxopiperidine-3,5-dicarbonitrile

Chemical Property:

• Vapor Pressure: 1.49E-09mmHg at 25°C
• Melting Point: 212 °C
• Boiling Point: 484.8°C at 760 mmHg
• PKA: 16.75±0.70(Predicted)
• Flash Point: 247°C
• PSA: 97.24000
• Density: 1.27g/cm³
• LogP: 0.22446
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 191.069476538
• Heavy Atom Count: 14
• Complexity: 357

Purity/Quality:

97% ^*data from raw suppliers

4,4-Dimethyl-2,6-dioxopiperidine-3,5-dicarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(C(=O)NC(=O)C1C#N)C#N)C

Technology Process of 4,4-Dimethyl-2,6-dioxopiperidine-3,5-dicarbonitrile

There total 8 articles about 4,4-Dimethyl-2,6-dioxopiperidine-3,5-dicarbonitrile 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: 79.0%

ethyl 2-cyanoacetate (105-56-6) + acetone (67-64-1) → 3-(R,S),5-(R,S)-3,5-dicyano-4,4-dimethyl-2,6-dioxopiperidine (61193-04-2)

Guidance literature:

With methanol; lithium nitride; at 20 ℃; for 12h; sealed;

DOI:10.3987/COM-08-11584

Reference yield:

acetone (67-64-1) + cyanoacetic acid amide (107-91-5) → 3-(R,S),5-(R,S)-3,5-dicyano-4,4-dimethyl-2,6-dioxopiperidine (61193-04-2) + 5-cyano-2-imino-4,4-dimethyl-6-oxo-piperidine-3-carboxylic acid amide (6630-38-2)

Guidance literature:

With piperidine; water;

Reference yield:

ethyl isopropylidenecyanoacetate (759-58-0) + ethyl 2-cyanoacetate (105-56-6) → 3-(R,S),5-(R,S)-3,5-dicyano-4,4-dimethyl-2,6-dioxopiperidine (61193-04-2)

Guidance literature:

With ammonia;

upstream raw materials:

piperidine

acetone

cyanoacetic acid amide

ethyl isopropylidenecyanoacetate

Downstream raw materials:

6,6-dimethyl-2,4-dioxo-3-aza-bicyclo[3.1.0]hexane-1,5-dicarbonitrile

3,3-Dimethylglutaric acid

3,7-Dibutyl-9,9-dimethyl-3,7-diaza-bicyclo[3.3.1]nonane-2,4,6,8-tetraone

N,N-di-n-butyl-9,9-dimethyl-3,7-diaza bicyclo-(3,3,1)-nonane