4-Biphenylacetonitrile

Base Information

• Chemical Name: 4-Biphenylacetonitrile
• CAS No.: 31603-77-7
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 29269090
• European Community (EC) Number: 622-759-2
• NSC Number: 114981
• DSSTox Substance ID: DTXSID50185492
• Nikkaji Number: J126.371D
• Wikidata: Q72443622
• Mol file: 31603-77-7.mol

Synonyms:4-Biphenylacetonitrile;31603-77-7;2-([1,1'-Biphenyl]-4-yl)acetonitrile;2-(4-phenylphenyl)acetonitrile;p-Biphenylacetonitrile;[1,1'-Biphenyl]-4-acetonitrile;4-CYANOMETHYLBIPHENYL;Biphenylacetonitrile;p-Biphenylylacetonitrile;4-Biphenylylacetonitrile;4-Phenylphenylacetonitrile;MFCD00016403;[1,1'-Biphenyl]-4-ylacetonitrile;4-Biphenyl-Acetonitrile;2-{[1,1'-biphenyl]-4-yl}acetonitrile;p-Phenyl benzyl cyanide;4-(Cyanomethyl)biphenyl;2-(4-phenylphenyl)ethanenitrile;NSC114981;4-phenylbenzylcyanide;4-Cyanomethyldiphenyl;4-phenyl-phenylacetonitrile;4-Biphenylacetonitrile, 97%;SCHEMBL343612;2-(biphenyl-4-yl)acetonitrile;alpha-(4-biphenylyl)acetonitrile;DTXSID50185492;AMY19303;AKOS004116525;[1,1'-Biphenyl]-4-ylacetonitrile #;GS-3150;NSC 114981;NSC-114981;AC-33899;SY017136;B1545;BB 0223201;CS-0132429;FT-0617679;EN300-316376;O10444;2-AMINO-6-QUINOLINECARBOXYLICACIDETHYLESTER;A820926;J-018487

Chemical Property of 4-Biphenylacetonitrile

Chemical Property:

• Vapor Pressure: 2.95E-05mmHg at 25°C
• Melting Point: 88-92 °C(lit.)
• Refractive Index: 1.581
• Boiling Point: 356.295 °C at 760 mmHg
• Flash Point: 188.107 °C
• PSA: 23.79000
• Density: 1.068 g/cm³
• LogP: 3.41968
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

p-Biphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)CC#N
• Uses: 4-Biphenylacetonitrile was used to study the adsorption orientation of the biphenyl derivatives on the Au colloidal surfaces with α-cyclodextrins.

Technology Process of 4-Biphenylacetonitrile

There total 33 articles about 4-Biphenylacetonitrile 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: 98.0%

sodium cyanoacetate (1071-36-9) + 4'-biphenyl chloride (2051-62-9,80333-62-6) → 4-biphenylacetonitrile (31603-77-7)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)); In 1,3,5-trimethyl-benzene; at 20 - 140 ℃; for 5.16667h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201006763

Reference yield: 93.0%

trimethylsilyl cyanide (7677-24-9) + [1,1'-biphenyl]-4-ylmethyl methanesulfonate (376640-26-5) → 4-biphenylacetonitrile (31603-77-7)

Guidance literature:

With caesium carbonate; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1055/s-0028-1088129

Reference yield: 92.0%

4-Bromophenylacetonitrile (16532-79-9) + phenylboronic acid (98-80-6) → 4-biphenylacetonitrile (31603-77-7)

Guidance literature:

With cesium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; for 2h; Heating;

DOI:10.1021/jo00099a049

upstream raw materials:

biphenyl-4-methylchloride

potassium cyanide

sodium cyanide

p-phenylbenzyl bromide

Downstream raw materials:

4-(Benzoylamino)-2-(4-biphenylyl)-3,3-dimethylbutyronitril

1-[4-Biphenyl-4-yl-1-(4-fluoro-phenyl)-1H-pyrazol-3-yl]-ethanone

[4-Biphenyl-4-yl-1-(4-fluoro-phenyl)-1H-pyrazol-3-yl]-acetic acid

2-[4-Biphenyl-4-yl-1-(4-fluoro-phenyl)-1H-pyrazol-3-yl]-1-morpholin-4-yl-ethanethione

Refernces

• 1、 Chen, Ying,Xu, Lanting,Jiang, Yongwen,Ma, Dawei. "Assembly of α-(Hetero)aryl Nitriles via Copper-Catalyzed Coupling Reactions with (Hetero)aryl Chlorides and Bromides". supporting information. p. 7082 - 7086. Retrieved 2021/02/26.
• 2、 Chen, Fen-Er,Han, Sheng,Lei, Yuan,Pannecouque, Christophe,Yang, Yang,Zhuang, Chunlin,de Clercq, Erik. "Design of biphenyl-substituted diarylpyrimidines with a cyanomethyl linker as HIV-1 NNRTIs via a molecular hybridization strategy". . . Retrieved 2020/03/17.