1-(Cyanomethyl)cyclohexanecarbonitrile

Base Information

• Chemical Name: 1-(Cyanomethyl)cyclohexanecarbonitrile
• CAS No.: 4172-99-0
• Molecular Formula: C9H12N2
• Molecular Weight: 148.208
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID70448298
• Nikkaji Number: J2.502.618G
• Wikidata: Q72458015
• Mol file: 4172-99-0.mol

Synonyms:4172-99-0;1-(Cyanomethyl)cyclohexanecarbonitrile;1-(cyanomethyl)cyclohexane-1-carbonitrile;1-Cyanocyclohexaneacetonitrile;1-CYANOCYCLOHEXANE ACETONITRILE;(1-cyanocyclohexyl)acetonitrile;1-cyanocyclohexylacetonitrile;SCHEMBL2069655;DTXSID70448298;CYMZDPHCBAWUHZ-UHFFFAOYSA-N;MFCD04117947;AKOS006295694;FT-0635172

Chemical Property of 1-(Cyanomethyl)cyclohexanecarbonitrile

Chemical Property:

• Appearance/Colour: White to Off-White Solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 84-86 °C
• Refractive Index: 1.478
• Boiling Point: 319.74 °C at 760 mmHg
• Flash Point: 154.27 °C
• PSA: 47.58000
• Density: 1.009 g/cm³
• LogP: 2.37416
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.100048391
• Heavy Atom Count: 11
• Complexity: 218

Purity/Quality:

98%,99%, ^*data from raw suppliers

Gabapentin Related Compound B ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)(CC#N)C#N
• Uses: An intermediate in the synthesis of Gabapentin An intermediate in the synthesis of Gabapentin.

Technology Process of 1-(Cyanomethyl)cyclohexanecarbonitrile

There total 14 articles about 1-(Cyanomethyl)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: 90.1%

sodium cyanide (773837-37-9) + ethyl 2-cyano-2-cyclohexylideneacetate (6802-76-2) → (1-cyanocyclohexyl)acetonitrile (4172-99-0)

Guidance literature:

With 18-crown-6 ether; In ethanol; water; at 60 - 65 ℃; for 17h; Reagent/catalyst;

Reference yield: 84.5%

sodium cyanide (143-33-9,25596-52-5) + ethyl 2-cyano-2-cyclohexylideneacetate (6802-76-2) → (1-cyanocyclohexyl)acetonitrile (4172-99-0)

Guidance literature:

In ethanol; water; for 22h; Heating;

DOI:10.1002/hlca.19910740208

Reference yield: 83.3%

potassium cyanide + methyl 2-cyano-2-cyclohexylideneacetate (55568-06-4) → (1-cyanocyclohexyl)acetonitrile (4172-99-0)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In water; at 60 - 65 ℃; for 17h; Reagent/catalyst;

upstream raw materials:

ethyl 2-cyano-2-(1-cyanocyclohexyl)acetate

(1-carbamoyl-cyclohexyl)-cyano-acetic acid

potassium cyanide

ethyl 2-cyano-2-cyclohexylideneacetate

Downstream raw materials:

(1-carbamoyl-cyclohexyl)-acetic acid amide

3-(1-carboxy-cyclohexyl)-pyruvic acid

2,2-Dichlor-3,3-pentamethylen-succinonitril

1-carboxycyclohexylacetic acid

Refernces

• 1、 -. "Preparation method of 1-cyanocyclohexyl acetonitrile". . . Retrieved 2020/07/08.
• 2、 Zhu, Dunming,Mukherjee, Chandrani,Biehl, Edward R.,Hua, Ling. "Nitrilase-catalyzed selective hydrolysis of dinitriles and green access to the cyanocarboxylic acids of pharmaceutical importance". . p. 1667 - 1670. Retrieved 2008/02/11.