3-(4-Chlorophenyl)-2-phenylprop-2-enenitrile

Base Information

• Chemical Name: 3-(4-Chlorophenyl)-2-phenylprop-2-enenitrile
• CAS No.: 3695-92-9
• Molecular Formula: C₁₅H₁₀ClN
• Molecular Weight: 239.704
• DSSTox Substance ID: DTXSID901236110
• Mol file: 3695-92-9.mol

Synonyms:3-(4-chlorophenyl)-2-phenylprop-2-enenitrile;3695-92-9;alpha-[(4-Chlorophenyl)methylene]benzeneacetonitrile;Maybridge4_002847;DTXSID901236110;AKOS030751224;FT-0675973

Chemical Property of 3-(4-Chlorophenyl)-2-phenylprop-2-enenitrile

Chemical Property:

• Vapor Pressure: 1.23E-05mmHg at 25°C
• Melting Point: 102 °C
• Boiling Point: 369°Cat760mmHg
• Flash Point: 150.7°C
• PSA: 23.79000
• Density: 1.211g/cm³
• LogP: 4.40418
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 239.0501770
• Heavy Atom Count: 17
• Complexity: 311

Purity/Quality:

99% ^*data from raw suppliers

4-CHLORO-ALPHA-PHENYLCINNAMONITRILE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=CC2=CC=C(C=C2)Cl)C#N

Technology Process of 3-(4-Chlorophenyl)-2-phenylprop-2-enenitrile

There total 5 articles about 3-(4-Chlorophenyl)-2-phenylprop-2-enenitrile 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: 98.0%

phenylacetonitrile (140-29-4) + para-Chlorobenzyl alcohol (873-76-7) → (Z)-3-(4-chlorophenyl)-2-phenylacrylonitrile (3695-92-9,70528-19-7,37629-64-4)

Guidance literature:

para-Chlorobenzyl alcohol; With oxygen; ruthenium-grafted hydrotalcite; In toluene; at 80 ℃; for 2h; under 760 Torr;

phenylacetonitrile; In toluene; at 120 ℃; for 2h;

DOI:10.1002/chem.200600317

Reference yield: 98.0%

4-chlorobenzaldehyde (104-88-1) + phenylacetonitrile (140-29-4) → (Z)-3-(4-chlorophenyl)-2-phenylacrylonitrile (3695-92-9,70528-19-7,37629-64-4)

Guidance literature:

With P(MeNCH₂CH₂)3N; In methanol; at 40 ℃; for 3h;

DOI:10.1021/jo972343u

Reference yield: 94.0%

4-chlorobenzaldehyde (104-88-1) + phenylacetonitrile (140-29-4) → (Z)-3-(4-chlorophenyl)-2-phenylacrylonitrile (3695-92-9,70528-19-7,37629-64-4) + 2-(4-chlorophenyl)-1,3-diphenyl-1,3-propanedicarbonitrile

Guidance literature:

With sodium hydroxide; 5,11,17,23-tetramethoxy-25,26,27,28-tetrakis(trimethylammoniomethyl)calix<4>arene tetrachloride; In water; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)00572-5

upstream raw materials:

phenylacetonitrile

para-Chlorobenzyl alcohol

4-chlorobenzaldehyde

Downstream raw materials:

(+/-)-erythro-2-(4-chloro-phenyl)-3-phenyl-succinonitrile

3-(4-chlorophenyl)-2-phenylpropanenitrile

3-benzyl-2-(p-chlorophenyl)-2-phenylpropanenitrile

3-(4-chlorophenyl)-2-phenylacrylaldehyde

Refernces

• 1、 Bains, Amreen K.,Ankit, Yadav,Adhikari, Debashis. "Pyrenedione-Catalyzed α-Olefination of Nitriles under Visible-Light Photoredox Conditions". supporting information. p. 2019 - 2023. Retrieved 2021/04/05.
• 2、 Elshan, N. G. R. Dayan,Rettig, Matthew B.,Jung, Michael E.. "Synthesis of β-Amino Diaryldienones Using the Mannich Reaction". supporting information. . Retrieved 2019/06/13.