3-Oxocyclohexanecarbonitrile

Base Information

• Chemical Name: 3-Oxocyclohexanecarbonitrile
• CAS No.: 17983-30-1
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• Hs Code.: 2926909090
• European Community (EC) Number: 857-588-4
• Mol file: 17983-30-1.mol

Synonyms:3-OXOCYCLOHEXANECARBONITRILE;17983-30-1;3-oxocyclohexane-1-carbonitrile;Cyclohexanecarbonitrile, 3-oxo-;3-oxo-cyclohexanecarbonitrile;1-cyanocyclohexan-3-one;SCHEMBL1578217;PVUOBVLYQILCTE-UHFFFAOYSA-N;MFCD18483160;AKOS006240242;CS-0119852;EN300-59516;C73416;Z907709920

Chemical Property of 3-Oxocyclohexanecarbonitrile

Chemical Property:

• PSA: 40.86000
• LogP: 1.26928
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 165

Purity/Quality:

98% ^*data from raw suppliers

3-Oxocyclohexane-1-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC(=O)C1)C#N

Technology Process of 3-Oxocyclohexanecarbonitrile

There total 10 articles about 3-Oxocyclohexanecarbonitrile 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: 94.0%

3-(Dimethyl-hydrazonomethyl)-cyclohexanone → (RS)-3-oxocyclohexanecarbonitrile (17983-30-1)

Guidance literature:

With aq. MMPP; In methanol; at 0 ℃; for 0.0833333h;

DOI:10.1021/jo970481d

Reference yield: 82.0%

cyclohexenone (930-68-7) + trimethylsilyl cyanide (7677-24-9) → (RS)-3-oxocyclohexanecarbonitrile (17983-30-1)

Guidance literature:

With water; caesium carbonate; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.jmedchem.9b00723

Reference yield: 63.0%

potassium cyanide + cyclohexenone (930-68-7) → (RS)-3-oxocyclohexanecarbonitrile (17983-30-1)

Guidance literature:

With triethylamine hydrochloride; In methanol; water; at 20 ℃; for 3.5h;

DOI:10.1039/c8ra06611f

upstream raw materials:

cyclohexenone

potassium cyanide

hydrogen cyanide

3,3-Dihydroxy-cyclohexanecarbonitrile

Downstream raw materials:

3-oxo-cyclohexanecarboxylic acid methyl ester

(+/-)-methyl 3,3-dimethoxycyclohexanecarboxylate

(+/-)-pentyl 3,3-di(pentyloxy)cyclohexanecarboxylate

(+/-)-pentyl 3-oxocyclohexanecarboxylate

Refernces

• 1、 Nagata,W. et al.. "-". . p. 4654 - 4672. Retrieved 1972.
• 2、 -. "Polycyclic amide derivative as CDK9 inhibitor, and preparation method and application thereof". Paragraph 0628; 0633; 0638-0640. . Retrieved 2021/07/24.
• 3、 Tran, Kim T.,Pallesen, Jakob S.,Solbak, Sara M.,Narayanan, Dilip,Baig, Amina,Zang, Jie,Aguayo-Orozco, Alejandro,Carmona, Rosa M. C.,Garcia, Anthony D.,Bach, Anders. "A Comparative Assessment Study of Known Small-Molecule Keap1-Nrf2 Protein-Protein Interaction Inhibitors: Chemical Synthesis, Binding Properties, and Cellular Activity". . p. 8028 - 8052. Retrieved 2019/10/11.