Cyclohexanecarbonitrile

Base Information

• Chemical Name: Cyclohexanecarbonitrile
• CAS No.: 766-05-2
• Molecular Formula: C7H11N
• Molecular Weight: 109.171
• Hs Code.: 2926907090
• European Community (EC) Number: 212-157-4
• NSC Number: 17557
• DSSTox Substance ID: DTXSID30227400
• Nikkaji Number: J154.041F
• Wikidata: Q72459565
• Mol file: 766-05-2.mol

Synonyms:cyanocyclohexane

Chemical Property of Cyclohexanecarbonitrile

Chemical Property:

• Vapor Pressure: 0.335mmHg at 25°C
• Melting Point: 11 °C(lit.)
• Refractive Index: n20/D 1.4505(lit.)
• Boiling Point: 199.8 °C at 760 mmHg
• Flash Point: 68.8 °C
• PSA: 23.79000
• Density: 0.91 g/cm³
• LogP: 2.09028
• Storage Temp.: Store below +30°C.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 109.089149355
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

Cyclohexanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 24/25-36/37/38-23/24/25
• Safety Statements: 36/37-45-36/37/39-26-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C#N
• Uses: Cyclohexanecarbonitrile was used as model substrate in rhodium-catalyzed direct ortho-arylation reactions of phenylazoles using arylboron reagents. It was used as probe in the synthesis of an asymmetric, C-magnesiated nitrile.

Technology Process of Cyclohexanecarbonitrile

There total 119 articles about Cyclohexanecarbonitrile 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: 100.0%

cyclohexanecarbaldoxime (4715-11-1) → cyclohexane carbonitrile (766-05-2)

Guidance literature:

With nickel(II) chloride dihydrate; In acetonitrile; at 80 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1055/s-0030-1260119

Reference yield: 97.0%

cyclohexylmethylamine (3218-02-8) → cyclohexane carbonitrile (766-05-2)

Guidance literature:

With pyridine; Oxone; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; Pyridine hydrobromide; In dichloromethane; at 20 ℃; for 12h; Green chemistry;

DOI:10.1002/chem.201600549

Reference yield: 95.0%

cyclohexylmethyl alcohol (100-49-2) → cyclohexane carbonitrile (766-05-2)

Guidance literature:

With ammonia; at 210 ℃; Inert atmosphere;

DOI:10.1039/c8cy01799a

upstream raw materials:

cyclohex-1-enecarbonitrile

toluene-4-sulfonamide

Cyclohexanecarboxylic acid

cyclohexylcarboxamide

Downstream raw materials:

methyl cyclohexanecarboximidate hydrochloride

N-phenylcyclohexanecarboximidamide

3-(5-cyclohexyl-1H-[1,2,4]triazol-3-yl)-naphthalen-2-ol

3-cyclohexyl-5-phenyl-1H-[1,2,4]triazole

Refernces

• 1、 Ruan, Shixiang,Ruan, Jiancheng,Chen, Xinzhi,Zhou, Shaodong. "Facile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters". . . Retrieved 2020/12/09.
• 2、 Chatterjee, Basujit,Jena, Soumyashree,Chugh, Vishal,Weyhermüller, Thomas,Werlé, Christophe. "A Molecular Iron-Based System for Divergent Bond Activation: Controlling the Reactivity of Aldehydes". . p. 7176 - 7185. Retrieved 2021/06/30.