2,3-Bis(4-chlorophenyl)propanenitrile

Base Information

• Chemical Name: 2,3-Bis(4-chlorophenyl)propanenitrile
• CAS No.: 36770-81-7
• Molecular Formula: C15H11Cl2N
• Molecular Weight: 276.16100
• European Community (EC) Number: 662-329-1
• Nikkaji Number: J2.747.248F
• Mol file: 36770-81-7.mol

Synonyms:2,3-bis(4-chlorophenyl)propanenitrile;36770-81-7;AKOS000441989;AKOS022061201;2,3-bis(4-chlorophenyl)-propionitrile;alpha-(p-chlorobenzyl)-p-chlorophenyl acetonitrile;4-CHLORO-ALPHA-(4-CHLOROPHENYL)HYDROCINNAMONITRILE

Chemical Property of 2,3-Bis(4-chlorophenyl)propanenitrile

Chemical Property:

• PSA: 23.79000
• LogP: 4.84328
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 275.0268547
• Heavy Atom Count: 18
• Complexity: 293

Purity/Quality:

4-CHLORO-ALPHA-(4-CHLOROPHENYL)HYDROCINNAMONITRILE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C#N)C2=CC=C(C=C2)Cl)Cl

Technology Process of 2,3-Bis(4-chlorophenyl)propanenitrile

There total 8 articles about 2,3-Bis(4-chlorophenyl)propanenitrile 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%

(Z)-2,3-bis(4-chlorophenyl)acrylonitrile (70777-66-1) → 2,3-bis(4-chlorophenyl)propanenitrile (36770-81-7)

Guidance literature:

With sodium tetrahydroborate; In N,N-dimethyl-formamide; Ambient temperature; overnight;

DOI:10.1021/jo01289a038

Reference yield: 50.0%

bis(4-chlorophenyl)acetylene (1820-42-4) + formamide (77287-34-4,77287-35-5,60100-09-6) → 2,3-bis(4-chlorophenyl)propanenitrile (36770-81-7)

Guidance literature:

With bis(acetylacetonate)nickel(II); 3,4,7,8-Tetramethyl-o-phenanthrolin; methoxybenzene; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; cobalt acetylacetonate; at 155 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.202000935

Reference yield:

p-chlorobenzyl cyanide (140-53-4) → 2,3-bis(4-chlorophenyl)propanenitrile (36770-81-7)

Guidance literature:

With sodium amide; toluene; anschliessendes Erhitzen mit 4-Chlor-benzylchlorid;

DOI:10.1021/ja01176a013

upstream raw materials:

p-chlorobenzyl cyanide

(Z)-2,3-bis(4-chlorophenyl)acrylonitrile

1-Chloro-4-(chloromethyl)benzene

toluene

Downstream raw materials:

2,3-bis(4-chlorophenyl)propanamine

1,2-bis(4-chlorophenyl)ethanone

(±)-2,3-bis(4-chlorophenyl)propanoic acid

Refernces

• 1、 Amiel-Levy, Mazal,Hoz, Shmaryahu. "Guidelines for the use of proton donors in SmI2 reactions: Reduction of α-cyanostilbene". supporting information; experimental part. p. 8280 - 8284. Retrieved 2009/12/02.
• 2、 Kulp, Stuart S.,Caldwell, Craig B.. "Reduction of α,β-Diarylacrylonitriles by Sodium Borohydride". . p. 171 - 173. Retrieved 2007/10/02.