2-Benzylbenzonitrile

Base Information

• Chemical Name: 2-Benzylbenzonitrile
• CAS No.: 56153-61-8
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• DSSTox Substance ID: DTXSID30446038
• Nikkaji Number: J1.404.543K
• Wikidata: Q82264604
• Mol file: 56153-61-8.mol

Synonyms:2-benzylbenzonitrile;56153-61-8;O-BENZYLBENZONITRILE;2-BENZYL BENZONITRILE;SCHEMBL1252940;DTXSID30446038;MFCD09056744;AKOS006332304;BS-49202;CS-0453767;FT-0738412;D79910

Chemical Property of 2-Benzylbenzonitrile

Chemical Property:

• PSA: 23.79000
• LogP: 3.14908
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

98%Min ^*data from raw suppliers

2-Benzylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=CC=CC=C2C#N

Technology Process of 2-Benzylbenzonitrile

There total 46 articles about 2-Benzylbenzonitrile 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: 90.0%

o-cyanobromobenzene (2042-37-7) + potassium benzyltrifluoroborate → 2-benzyl-benzonitrile (56153-61-8)

Guidance literature:

With 2,6-dimethylpyridine; nickel(II) bromide dimethoxyethane; 2.9-dimethyl-1,10-phenanthroline; carbon nitride; In N,N-dimethyl-formamide; at 25 ℃; Inert atmosphere; Irradiation;

DOI:10.1021/acscatal.9b05598

Reference yield: 90.0%

2-cyanobenzyl chloride (612-13-5) + phenylboronic acid (98-80-6) → 2-benzyl-benzonitrile (56153-61-8)

Guidance literature:

With potassium phosphate tribasic trihydrate; In ethanol; at 80 ℃; for 1h; Catalytic behavior;

DOI:10.1039/c4ra06551d

Reference yield: 90.0%

phenyl trimethylsiloxane (2996-92-1,46143-12-8) + 4-cyanobenzyl bromide (17201-43-3) → 2-benzyl-benzonitrile (56153-61-8)

Guidance literature:

With tetrabutyl ammonium fluoride; palladium; In tetrahydrofuran; at 70 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo1003373

upstream raw materials:

2-Methylbenzonitrile

2-Benzylbenzoic acid

lead(II) thiocyanate

2-cyanobenzyl chloride

Downstream raw materials:

(2-benzoylphenyl)(pyridin-2-yl)methanone

2-benzyl-4'-fluoro-benzophenone

2-benzylbenzaldehyde azine

(2-benzylphenyl)methanamine

Refernces

• 1、 Chan, Cheng-Lin,Hsu, Che-Ming,Lee, Shao-Chi,Li, Li-Yun,Liao, Hsuan-Hung,Mi?oza, Shinje,Tsai, Hao-En,Tsai, Zong-Nan,Tsao, Yong-Ting. "Desulfurative Ni-Catalyzed Reductive Cross-Coupling of Benzyl Mercaptans/Mercaptoacetates with Aryl Halides". supporting information. . Retrieved 2022/02/07.
• 2、 -. "Preparation method of o-amino diphenylmethane". Paragraph 0017; 0028; 0030; 0034; 0036; 0040; 0042; 0046. . Retrieved 2019/09/17.