ALPHA-CHLOROBENZYLIDENEMALONONITRILE

Base Information

• Chemical Name: ALPHA-CHLOROBENZYLIDENEMALONONITRILE
• CAS No.: 18270-61-6
• Molecular Formula: C10H5 Cl N2
• Molecular Weight: 188.616
• Hs Code.: 2926907090
• Mol file: 18270-61-6.mol

Synonyms:Malononitrile,(a-chlorobenzylidene)- (8CI);Propanedinitrile, (chlorophenylmethylene)- (9CI); (a-Chlorobenzylidene)propanedinitrile;1-Chloro-1-phenyl-2,2-dicyanoethene; 1-Chloro-2,2-dicyanovinylbenzene;2-[Chloro(phenyl)methylene]malononitrile; a-Chlorobenzalmalononitrile; a-Chlorobenzylidenemalononitrile

Chemical Property of ALPHA-CHLOROBENZYLIDENEMALONONITRILE

Chemical Property:

• Vapor Pressure: 1.01E-05mmHg at 25°C
• Melting Point: 68-70?°C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 371.7°C at 760 mmHg
• Flash Point: 122.8°C
• PSA: 47.58000
• Density: 1.272g/cm³
• LogP: 2.68366

Purity/Quality:

97% ^*data from raw suppliers

alpha-Chlorobenzylidenemalonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-27-37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ALPHA-CHLOROBENZYLIDENEMALONONITRILE

There total 7 articles about ALPHA-CHLOROBENZYLIDENEMALONONITRILE 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: 65.5%

α-cyano-β-hydroxycinnamonitrile (5515-36-6) → 2-cyano-3-chlorocinnamonitrile (18270-61-6)

Guidance literature:

With phosphorus pentachloride; In dichloromethane; for 16h; Heating;

DOI:10.1021/jo00257a040

Reference yield: 47.0%

Benzotrichlorid (98-07-7) + malononitrile (109-77-3) → 2-cyano-3-chlorocinnamonitrile (18270-61-6)

Guidance literature:

With aluminium trichloride; at 140 ℃;

DOI:10.1002/jhet.5570340543

Reference yield:

benzoyl chloride (98-88-4) → 2-cyano-3-chlorocinnamonitrile (18270-61-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 57.6 percent / benzyl triethylammonium chloride, aq.NaOH / CH₂Cl₂ / 1 h

2: 65.5 percent / PCl₅ / CH₂Cl₂ / 16 h / Heating

With sodium hydroxide; phosphorus pentachloride; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane;

DOI:10.1021/jo00257a040

upstream raw materials:

2-benzoylmalononitrile

1,1-Dichloro-2,2-dicyanoethylene

benzene

α-cyano-β-hydroxycinnamonitrile

Downstream raw materials:

<α-(7-Oxo-1,3,5-cycloheptatrien-1-ylthio)benzyliden>propandinitril

1-Benzyl-5-<(Z)-1-N-benzylimino>ethyl-2-imino-6-methyl-4-phenyl-1,2-dihydropyridin-3-carbonitril

<α-(2,6-Dibenzyl-7-oxo-1,3,5-cycloheptatrien-1-yloxy)benzyliden>propandinitril

4-amino-5-benzoyl-2-phenyl-pyrrol-3-carbonitril