Cyclohexylphenylacetonitrile

Base Information

• Chemical Name: Cyclohexylphenylacetonitrile
• CAS No.: 3893-23-0
• Molecular Formula: C14H17N
• Molecular Weight: 199.296
• Hs Code.: 2926909090
• European Community (EC) Number: 223-442-8
• NSC Number: 506
• DSSTox Substance ID: DTXSID801304150
• Nikkaji Number: J217.741B
• Wikidata: Q72460085
• Mol file: 3893-23-0.mol

Synonyms:2-cyclohexyl-2-phenylacetonitrile;3893-23-0;Cyclohexylphenylacetonitrile;cyclohexyl(phenyl)acetonitrile;alpha-Cyclohexylphenylacetonitrile;Benzeneacetonitrile, .alpha.-cyclohexyl-;EINECS 223-442-8;AI3-04927;NSC506;cyclohexyl-phenylacetonitrile;SCHEMBL959762;NSC 506;NSC-506;alpha -Cyclohexylphenylacetonitrile;alpha-Cyclohexylbenzeneacetonitrile;DTXSID801304150;.alpha.-Cyclohexylphenylacetonitrile;MFCD00019362;Benzeneacetonitrile, alpha-cyclohexyl-;AKOS005108824;MS-0731;CS-0206322;FT-0624234;3-Amino-2-(4-chlorophenyl)propanesulfonic acid;A824334

Chemical Property of Cyclohexylphenylacetonitrile

Chemical Property:

• Vapor Pressure: 0.000279mmHg at 25°C
• Melting Point: 49-55 °C
• Refractive Index: 1.54
• Boiling Point: 322.5 °C at 760 mmHg
• Flash Point: 156.3 °C
• PSA: 23.79000
• Density: 1.019g/cm³
• LogP: 3.87408
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 199.136099547
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

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

CYCLOHEXYLPHENYLACETONITRILE Aldrich ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Cyclohexylphenylacetonitrile

There total 10 articles about Cyclohexylphenylacetonitrile 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: 92.0%

Glutaronitrile (544-13-8) + 2-cyclohexyl-2-phenylacetic acid (3894-09-5,51019-55-7) → piperidine-2,6-dione (1121-89-7) + cyclohexyl phenyl acetonitrile (3893-23-0)

Guidance literature:

With aluminum (III) chloride; at 200 ℃; for 2.5h; Temperature; Sealed tube;

DOI:10.1055/s-0033-1341227

Reference yield: 87.0%

phenylacetonitrile (140-29-4) + cyclohexanol (108-93-0) → cyclohexyl phenyl acetonitrile (3893-23-0)

Guidance literature:

With potassium tert-butylate; C₃₈H₄₂Ir₂N₄O₂; In neat (no solvent); at 120 ℃; for 1h; Reagent/catalyst; Temperature; Time; Catalytic behavior; Inert atmosphere; Glovebox;

DOI:10.1021/acs.joc.0c02400

Reference yield: 85.0%

2-cyclohexylidene-2-phenylacetonitrile (10461-98-0) → cyclohexyl phenyl acetonitrile (3893-23-0)

Guidance literature:

With C₁₉H₂₃IrN₂O; In neat (no solvent); at 120 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.0c02400

upstream raw materials:

phenylacetonitrile

1-bromocyclohexane

cyclohexyl chloride

Glutaronitrile

Downstream raw materials:

2-cyclohexyl-4-dimethylamino-2-phenyl-butyronitrile

2-cyclohexyl-2-phenylpropanenitrile

2-Cyclohexyl-2-phenyl-5-chlor-pentannitril

2.6-Dicyclohexyl-2.6-diphenyl-pimelinsaeuredinitril

Refernces

• 1、 Panda, Surajit,Saha, Ratnakar,Sethi, Subrat,Ghosh, Rahul,Bagh, Bidraha. "Efficient α-Alkylation of Arylacetonitriles with Secondary Alcohols Catalyzed by a Phosphine-Free Air-Stable Iridium(III) Complex". . p. 15610 - 15621. Retrieved 2020/12/01.
• 2、 Too, Pei Chui,Chan, Guo Hao,Tnay, Ya Lin,Hirao, Hajime,Chiba, Shunsuke. "Hydride Reduction by a Sodium Hydride-Iodide Composite". supporting information. p. 3719 - 3723. Retrieved 2016/03/26.