2,3-Diphenylpropanenitrile

Base Information

• Chemical Name: 2,3-Diphenylpropanenitrile
• CAS No.: 3333-14-0
• Molecular Formula: C15H13 N
• Molecular Weight: 207.275
• Hs Code.: 2926909090
• European Community (EC) Number: 222-064-0
• NSC Number: 11192,71
• DSSTox Substance ID: DTXSID901307290
• Nikkaji Number: J205.419A
• Mol file: 3333-14-0.mol

Synonyms:2,3-Diphenylpropanenitrile;3333-14-0;2,3-Diphenylpropiononitrile;Benzylphenylacetonitrile;NSC 71;EINECS 222-064-0;NSC 11192;Propionitrile, 3,3-diphenyl-;2,3-DIPHENYLPROPIONITRILE;Benzenpropanenitrile, alpha-phenyl-;Maybridge3_005403;2,3-diphenyl-propionitrile;NSC71;SCHEMBL56063;NSC-71;alpha-Phenylbenzenepropanenitrile;DTXSID901307290;HMS1446F13;NSC11192;AC5923;alpha-cyano-alpha,beta-diphenylethane;MFCD00051018;NSC-11192;STL371140;AKOS009457899;IDI1_016790;SY223909;Benzenpropanenitrile, alpha-phenyl- (9CI);LS-124925;CS-0358953;FT-0759567;A918408

Chemical Property of 2,3-Diphenylpropanenitrile

Chemical Property:

• Vapor Pressure: 0.000162mmHg at 25°C
• Melting Point: 58 °C
• Boiling Point: 330.8°Cat760mmHg
• Flash Point: 162.7°C
• PSA: 23.79000
• Density: 1.07g/cm³
• LogP: 3.53648
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 207.104799419
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

2,3-DIPHENYLPROPIONITRILE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,3-Diphenylpropanenitrile

There total 62 articles about 2,3-Diphenylpropanenitrile 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%

2,3-diphenylacrylonitrile (2510-95-4) → 2,3-diphenylpropionitrile (3333-14-0)

Guidance literature:

With C₃₀H₄₃ClCoN₂P₃⁽¹⁺⁾*Cl^(1-); potassium triethylborohydride; potassium hydroxide; benzyl alcohol; In toluene; at 140 ℃; for 24h;

DOI:10.1021/acs.joc.0c01822

Reference yield: 99.0%

phenylacetonitrile (140-29-4) + benzyl alcohol (100-51-6,185532-71-2) → 2,3-diphenylpropionitrile (3333-14-0)

Guidance literature:

With caesium carbonate; In diethylene glycol dimethyl ether; N,N-dimethyl-formamide; at 150 ℃; for 24h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere; Sealed tube;

Reference yield: 98.0%

(Z)-2,3-diphenylacrylonitrile (6114-57-4) + benzyl alcohol (100-51-6,185532-71-2) → 2,3-diphenylpropionitrile (3333-14-0)

Guidance literature:

With ruthenium-grafted hydrotalcite; In toluene; at 180 ℃; for 20h;

DOI:10.1021/ja049181l

upstream raw materials:

(Z)-2,3-diphenylacrylonitrile

phenylacetonitrile

sodium butanolate

benzyl chloride

Downstream raw materials:

2-benzyl-2,3-diphenyl-propionitrile

2,3-diphenylpropanoic acid

3-cyano-3,4-diphenyl-butyric acid ethyl ester

(+/-)-2-Benzyl-4-oxo-2-phenyl-butyronitril

Refernces

• 1、 Fraser. "". . p. 1483,1484, 1485, 1486. Retrieved 1962.
• 2、 Madhusudanan, K. P.,Murthy, V. S.,Fraisse, D.. "Rearrangements in Aryl Substituted α,β-Unsaturated Nitriles. A Collisional Activation Study". . p. 812 - 816. Retrieved 1989.
• 3、 Yuan, Chen,Fu, Shiguo,Yang, Kuiwei,Hou, Bang,Liu, Yan,Jiang, Jianwen,Cui, Yong. "Crystalline C - C and C=C Bond-Linked Chiral Covalent Organic Frameworks". . p. 369 - 381. Retrieved 2021.
• 4、 Bai, Liang,Ge, Min-Tong,Li, Chen,Qiu, Yuan-Rui,Wang, Ying,Xia, Ai-Bao,Xu, Dan-Qian. "Base-controlled chemoselectivity: direct coupling of alcohols and acetonitriles to synthesise α-alkylated arylacetonitriles or acetamides". . p. 15200 - 15204. Retrieved 2021/09/06.