4-Cyanophenylacetonitrile

Base Information

• Chemical Name: 4-Cyanophenylacetonitrile
• CAS No.: 876-31-3
• Molecular Formula: C9H6N2
• Molecular Weight: 142.16
• Hs Code.: 29269090
• European Community (EC) Number: 627-803-4
• NSC Number: 97215
• UNII: JJ55PFL4NS
• DSSTox Substance ID: DTXSID40236503
• Nikkaji Number: J31.188J
• Wikidata: Q72458726
• Mol file: 876-31-3.mol

Synonyms:4-(Cyanomethyl)benzonitrile;4-Cyanophenylacetonitrile;876-31-3;Benzeneacetonitrile, 4-cyano-;p-Cyanobenzylcyanide;p-Tolunitrile, .alpha.-cyano-;4-cyanobenzeneacetonitrile;4-Cyanomethylbenzonitrile;JJ55PFL4NS;.alpha.-Cyano-p-tolunitrile;MFCD00060305;NSC-97215;NSC97215;4-Cyanobenzylcyanide;alpha-Cyano-p-tolunitrile;UNII-JJ55PFL4NS;.alpha.,4-Dicyanotoluene;p-Tolunitrile, alpha-cyano-;4-(cyanomethyl) benzonitrile;SCHEMBL249189;4-(Cyanomethyl)benzonitrile #;4-Cyanophenylacetonitrile, 97%;DTXSID40236503;NSC 97215;AKOS000157345;CS-W016428;TS-7253;SY066728;FT-0618304;D78185;EN300-1843175;A862498;J-650295

Chemical Property of 4-Cyanophenylacetonitrile

Chemical Property:

• Vapor Pressure: 0.000479mmHg at 25°C
• Melting Point: 100-104 °C
• Refractive Index: 1.553
• Boiling Point: 314 °C at 760 mmHg
• Flash Point: 154.7 °C
• PSA: 47.58000
• Density: 1.12 g/cm³
• LogP: 1.62436
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 142.053098200
• Heavy Atom Count: 11
• Complexity: 206

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

4-(Cyanomethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC#N)C#N
• Uses: 4-(Cyanomethyl)benzonitrile

Technology Process of 4-Cyanophenylacetonitrile

There total 27 articles about 4-Cyanophenylacetonitrile 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: 97.0%

4-(Chloro-cyano-methyl)-benzonitrile → 4-(cyanomethyl)benzonitrile (876-31-3)

Guidance literature:

With sodium hydrogen telluride; acetic acid; In ethanol; benzene; at -20 ℃; for 0.333333h;

DOI:10.1016/0040-4020(96)00401-2

Reference yield: 95.2%

sodium cyanide (773837-37-9) + 4-cyanobenzyl chloride (874-86-2) → 4-(cyanomethyl)benzonitrile (876-31-3)

Guidance literature:

With bis(fluorosulfonyl)imide 1-butyl-3-methylimidazolium salt; In water; at 95 ℃; for 2h; Temperature;

Reference yield: 92.0%

4-cyano-β,β-difluorostyrene (38936-00-4) → 4-(cyanomethyl)benzonitrile (876-31-3)

Guidance literature:

With ammonium hydroxide; In acetonitrile; at 60 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.1c04336

upstream raw materials:

potassium cyanide

4-cyanobenzyl chloride

methanol

p-cyano-phenyl-acetonitrile anion

Downstream raw materials:

2-(4-cyano-phenyl)-3-phenyl-acrylonitrile

4-(1-cyano-2-(4-methoxyphenyl)vinyl)benzonitrile

4-(1-cyano-2-(4-nitrophenyl)-vinyl)benzonitrile

4-(2-(3-chloro-phenyl)-1-cyanovinyl)benzonitrile

Refernces

• 1、 Kim, Kunsoon,Lee, Seulchan,Hong, Soon Hyeok. "Direct C(sp3)-H Cyanation Enabled by a Highly Active Decatungstate Photocatalyst". supporting information. p. 5501 - 5505. Retrieved 2021/07/26.
• 2、 Chen, Fen-Er,Li, Ting-Ting,Pannecouque, Christophe,Zhuang, Chun-Lin,de Clercq, Erik. "Scaffold hopping in discovery of HIV-1 non-nucleoside reverse transcriptase inhibitors: From CH(CN)-DABOs to CH(CN)-dapys". . . Retrieved 2020/04/10.