2-[1-(4-Chlorophenyl)ethylidene]malononitrile

Base Information

• Chemical Name: 2-[1-(4-Chlorophenyl)ethylidene]malononitrile
• CAS No.: 3111-60-2
• Molecular Formula: C11H7 Cl N2
• Molecular Weight: 202.643
• Hs Code.: 2926909090
• NSC Number: 98333
• DSSTox Substance ID: DTXSID40294825
• Nikkaji Number: J271.369A
• ChEMBL ID: CHEMBL4536118
• Mol file: 3111-60-2.mol

Synonyms:2-[1-(4-chlorophenyl)ethylidene]malononitrile;3111-60-2;2-[1-(4-chlorophenyl)ethylidene]propanedinitrile;2-(1-(4-Chlorophenyl)ethylidene)malononitrile;[1-(4-chlorophenyl)ethylidene]malononitrile;NSC98333;Maybridge1_004532;SCHEMBL4657618;CHEMBL4536118;HMS554F22;DTXSID40294825;WJXJNOHGXBNAIV-UHFFFAOYSA-N;MFCD00084972;NSC-98333;AKOS002663339;FT-0610849;(4-chloro-alpha-methylbenzylidene)malononitrile;10T-0209;J-507627

Chemical Property of 2-[1-(4-Chlorophenyl)ethylidene]malononitrile

Chemical Property:

• Vapor Pressure: 0.000225mmHg at 25°C
• Melting Point: 93 °C
• Boiling Point: 325.8°Cat760mmHg
• Flash Point: 136.4°C
• PSA: 47.58000
• Density: 1.225g/cm³
• LogP: 3.16066
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 202.0297759
• Heavy Atom Count: 14
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

2-[1-(4-Chlorophenyl)ethylidene]malononitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-[1-(4-Chlorophenyl)ethylidene]malononitrile

There total 5 articles about 2-[1-(4-Chlorophenyl)ethylidene]malononitrile 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: 95.0%

para-chloroacetophenone (99-91-2) + malononitrile (109-77-3) → 2-[1-(4-chlorophenyl)ethylidene]malononitrile (3111-60-2)

Guidance literature:

With morpholine; In water; at 100 ℃; for 0.5h;

DOI:10.1021/ol201877v

Reference yield: 94.0%

thiophenol (108-98-5) + acetophenone (98-86-2) + malononitrile (109-77-3) → 2-[1-(4-chlorophenyl)ethylidene]malononitrile (3111-60-2) + (phenylthio)acetonitrile (5219-61-4) + 2-amino-3-methyl-3-phenyl-5-(phenylthio)-3H-pyrrole-4-carbonitrile

Guidance literature:

With triethylamine; In water; at 100 ℃; for 3h; Solvent; Temperature; Time; Reagent/catalyst; Concentration;

DOI:10.1021/ol402950a

Reference yield: 69.0%

2-[2-Bromo-1-(4-chloro-phenyl)-ethylidene]-malononitrile (115998-04-4) → 2-[1-(4-chlorophenyl)ethylidene]malononitrile (3111-60-2)

Guidance literature:

With 9,10-dihydro-10-methylacridine; In acetonitrile; at 65 ℃; for 48h; dark;

DOI:10.1016/0040-4020(95)00559-Q

upstream raw materials:

para-chloroacetophenone

malononitrile

2-[2-Bromo-1-(4-chloro-phenyl)-ethylidene]-malononitrile

thiophenol

Downstream raw materials:

[6-Amino-4-(4-chloro-phenyl)-5-cyano-thiopyran-(2E)-ylidene]-cyano-acetic acid ethyl ester

4-(4-Chlorphenyl)-2-methylthio-penta-1,4-dien-1,1,5,5-tetracarbonitril

<2-Phenylhydrazono-1-(4-chlorophenyl)ethylidene>malononitrile

2-[2-Bromo-1-(4-chloro-phenyl)-ethylidene]-malononitrile

Refernces

• 1、 Qandeel, Nermeen A.,El-Damasy, Ashraf K.,Sharawy, Maha H.,Bayomi, Said M.,El-Gohary, Nadia S.. "Synthesis, in vivo anti-inflammatory, COX-1/COX-2 and 5-LOX inhibitory activities of new 2,3,4-trisubstituted thiophene derivatives". . . Retrieved 2020.
• 2、 Panwar, Rahul,Althagafi, Ismail,Shally,Shaw, Ranjay,Elagamy, Amr,Shah, Chandan,Yadav, Pratik,Pratap, Ramendra. "Transition metal free synthesis of multifunctional thiomethylated-benzenes from aryl/heteroaryl/cyclopropyl methyl ketones". . . Retrieved 2020/04/28.