1-Phenylcyclohexanecarbonitrile

Base Information

• Chemical Name: 1-Phenylcyclohexanecarbonitrile
• CAS No.: 2201-23-2
• Molecular Formula: C13H15N
• Molecular Weight: 185.269
• Hs Code.: 29269095
• European Community (EC) Number: 218-608-1
• NSC Number: 106872
• UNII: A7PJG8E4XS
• DSSTox Substance ID: DTXSID70176448
• Nikkaji Number: J299.153E
• Wikidata: Q72501532
• Mol file: 2201-23-2.mol

Synonyms:1-Phenylcyclohexanecarbonitrile;2201-23-2;1-Phenyl-1-cyclohexanecarbonitrile;1-phenylcyclohexane-1-carbonitrile;Cyclohexanecarbonitrile, 1-phenyl-;A7PJG8E4XS;NSC-106872;1-Cyano-1-phenylcyclohexane;cyanophenylcyclohexane;NSC106872;UNII-A7PJG8E4XS;SCHEMBL181145;1-phenyl-cyclohexanecarbonitrile;1-Phenylcyclohexane carbonitrile;DTXSID70176448;1-phenyl-1-cyclohexane-carbonitrile;CAA20123;EINECS 218-608-1;MFCD00021281;AKOS000269784;NSC 106872;DS-18285;AM20030366;BB 0219778;CS-0207495;FT-0607660;P2253;V10155

Chemical Property of 1-Phenylcyclohexanecarbonitrile

Chemical Property:

• Appearance/Colour: clear colourless to pale brown liquid
• Vapor Pressure: 0.000245mmHg at 25°C
• Refractive Index: 1.5332-1.5352
• Boiling Point: 324.5 °C at 760 mmHg
• Flash Point: 120.6 °C
• PSA: 23.79000
• Density: 1.02 g/cm³
• LogP: 3.41208
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 185.120449483
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

97% ^*data from raw suppliers

1-Phenyl-1-cyclohexanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(CC1)(C#N)C2=CC=CC=C2

Technology Process of 1-Phenylcyclohexanecarbonitrile

There total 12 articles about 1-Phenylcyclohexanecarbonitrile 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: 95.0%

bromobenzene (108-86-1,52753-63-6) + potassium 1-cyanocyclohexanecarboxylate (1309660-35-2) → 1-phenyl-1-cyclohexanecarbonitrile (2201-23-2)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,3,5-trimethyl-benzene; at 20 - 140 ℃; for 10.1667h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201006763

Reference yield: 92.0%

1-phenylcyclohexane-1-carboxamide (2890-60-0) → 1-phenyl-1-cyclohexanecarbonitrile (2201-23-2)

Guidance literature:

With formaldehyd; formic acid; acetonitrile; for 12h; Heating;

DOI:10.1021/jo961128v

Reference yield: 89.5%

1,5-dibromo-pentane (111-24-0) + phenylacetonitrile (140-29-4) → 1-phenyl-1-cyclohexanecarbonitrile (2201-23-2)

Guidance literature:

phenylacetonitrile; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

1,5-dibromo-pentane; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

upstream raw materials:

1,5-dibromo-pentane

phenylacetonitrile

sodium t-butanolate

trimethylsilyl cyanide

Downstream raw materials:

1-phenylcyclohexane-1-carbaldehyde

Cyclohexyl phenyl ketone

9-benzyloxy-2-isopropyl-6-(1-phenylcyclohexylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

5-benzyloxy-6-hydroxy-2-(1-phenylcyclohexylmethyl)pyrimidine-4-carboxylic acid (2-hydroxyethyl)isopropylamide