2,2-Diphenylbutyronitrile

Base Information

• Chemical Name: 2,2-Diphenylbutyronitrile
• CAS No.: 5558-68-9
• Molecular Formula: C16H15 N
• Molecular Weight: 221.302
• European Community (EC) Number: 226-926-7
• NSC Number: 62705
• DSSTox Substance ID: DTXSID60204128
• Nikkaji Number: J225.018G
• Wikidata: Q83077576
• Mol file: 5558-68-9.mol

Synonyms:2,2-Diphenylbutyronitrile;5558-68-9;EINECS 226-926-7;2,2-diphenylbutanenitrile;NSC62705;SCHEMBL3979738;DTXSID60204128;NSC 62705;NSC-62705;AKOS022506481;FT-0609294;Benzeneacetonitrile, .alpha.-ethyl-.alpha.-phenyl-

Chemical Property of 2,2-Diphenylbutyronitrile

Chemical Property:

• Vapor Pressure: 9.14E-05mmHg at 25°C
• Boiling Point: 339.5°C at 760 mmHg
• Flash Point: 165.2°C
• Density: 1.04g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 221.120449483
• Heavy Atom Count: 17
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C#N)(C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of 2,2-Diphenylbutyronitrile

There total 12 articles about 2,2-Diphenylbutyronitrile 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: 99.0%

4-bromo-2,2-diphenylbutyronitrile (39186-58-8) → 2,2-diphenyl-butyronitrile (5558-68-9)

Guidance literature:

With water; zinc; In acetonitrile; at 80 ℃; for 8h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.9b02026

Reference yield: 95.0%

1,1-diphenyl-1-propene (778-66-5) + 1,4-dimethylcyclohexa-2,5-diene-1-carbonitrile → 2,2-diphenyl-butyronitrile (5558-68-9)

Guidance literature:

With bis(pentafluorophenyl)boron chloride; at 120 ℃; for 16h; Sealed tube;

DOI:10.1002/anie.201813853

Reference yield: 94.0%

bromobenzene (108-86-1,52753-63-6) + 2-phenylbutanenitrile (769-68-6) → 2,2-diphenyl-butyronitrile (5558-68-9)

Guidance literature:

2-phenylbutanenitrile; With lithium hexamethyldisilazane; In toluene; at 25 ℃; for 0.166667h;

bromobenzene; With tri-tert-butyl phosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In toluene; at 70 ℃; for 3h; Further stages.;

DOI:10.1021/ja026584h

upstream raw materials:

2-phenylbutanenitrile

Diphenylacetonitrile

ethyl bromide

bromobenzene

Downstream raw materials:

2,2-diphenyl-butyraldehyde

2,2-diphenyl-butyric acid-(3-diethylamino-propyl ester); hydrochloride

2,2-diphenyl-butyric acid-(2-diethylamino-ethyl ester); hydrochloride

2,2-diphenyl-butyric acid-(2-dimethylamino-ethyl ester); hydrochloride

Refernces

• 1、 -. "Method for hydrogenolysis of halides". Paragraph 0232; 0284-0286. . Retrieved 2021/01/11.
• 2、 Xia, Aiyou,Xie, Xin,Hu, Xiaoping,Xu, Wei,Liu, Yuanhong. "Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source". . p. 13841 - 13857. Retrieved 2019/10/17.