4-CHLOROBENZYLIDENEMALONONITRILE

Base Information

• Chemical Name: 4-CHLOROBENZYLIDENEMALONONITRILE
• CAS No.: 1867-38-5
• Molecular Formula: C10H5 Cl N2
• Molecular Weight: 188.616
• Hs Code.: 2926909090
• European Community (EC) Number: 622-481-1
• NSC Number: 637330,492
• UNII: DNV4NFK9SM
• DSSTox Substance ID: DTXSID6075148
• Nikkaji Number: J305.967G
• ChEMBL ID: CHEMBL4580653
• Mol file: 1867-38-5.mol

Synonyms:Malononitrile,(p-chlorobenzylidene)- (6CI,7CI,8CI); Propanedinitrile,[(4-chlorophenyl)methylene]- (9CI); (4-Chlorobenzylidene)malononitrile;(p-Chlorobenzylidene)malononitrile; 1-Chloro-4-(2,2-dicyanoethenyl)benzene;2-(4-Chlorobenzylidene)malononitrile; 2-(4-Chlorophenyl)-1,1-dicyanoethene;2-(p-Chlorophenyl)-1,1-dicyanoethylene; 2-[(4-Chlorophenyl)methylene]malononitrile;3-(4-Chlorophenyl)-2-cyanopropenenitrile;4-(Chlorophenyl)methylidenemalononitrile; 4-Chlorobenzalmalononitrile;4-Chlorobenzylidenemalonodinitrile; NSC 492; NSC 637330;[(4-Chlorophenyl)methylene]propanedinitrile

Chemical Property of 4-CHLOROBENZYLIDENEMALONONITRILE

Chemical Property:

• Vapor Pressure: 0.00012mmHg at 25°C
• Boiling Point: 335.4°Cat760mmHg
• Flash Point: 150.4°C
• PSA: 47.58000
• Density: 1.296g/cm³
• LogP: 2.77056
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.0141259
• Heavy Atom Count: 13
• Complexity: 275

Purity/Quality:

98%,99%, ^*data from raw suppliers

(4-chlorobenzylidene)malononitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C(C#N)C#N)Cl

Technology Process of 4-CHLOROBENZYLIDENEMALONONITRILE

There total 28 articles about 4-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: 100.0%

4-chlorobenzaldehyde (104-88-1) + malononitrile (109-77-3) → 4-chlorobenzylidenemalonodinitrile (1867-38-5)

Guidance literature:

at 150 ℃; for 1h;

DOI:10.1016/S0040-4020(03)00554-4

Reference yield: 97.0%

4-chlorobenzaldehyde dimethyl acetal (3395-81-1) + malononitrile (109-77-3) → 4-chlorobenzylidenemalonodinitrile (1867-38-5)

Guidance literature:

With water; In toluene; at 90 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c8nj01934g

Reference yield: 80.0%

N-(4-chlorobenzylidene)aniline (2362-79-0) + malononitrile (109-77-3) → 4-chlorobenzylidenemalonodinitrile (1867-38-5)

Guidance literature:

With Amberlite IRA-400(OH^-); In ethanol; for 4.5h; Heating;

DOI:10.1039/a800951a

upstream raw materials:

4-chlorobenzaldehyde

malononitrile

aminomethylene-malononitrile

dicyanomethylene-O,O-diethyl phosphorane

Downstream raw materials:

C₁₆H₆ClN₆^(1-)*C₄H₉N*H⁽¹⁺⁾

<(4-chlorophenyl)(2,3-dihydro-2-oxo-1H-indol-3-yl)methyl>malononitrile

4-<4-chlorophenyl>-3-cyano-5,6-trimethylenepyridine-2<1H>-thione

7-Amino-9-(4-chloro-phenyl)-6,10-dithia-spiro[4.5]dec-7-ene-8-carbonitrile

Refernces

• 1、 Bhanja, Piyali,Kayal, Utpal,Bhaumik, Asim. "Ordered mesoporous Γ-Al2O3 as highly efficient and recyclable catalyst for the Knoevenagel reaction at room temperature". . p. 220 - 227. Retrieved 2018.
• 2、 Maleki, Razieh,Kolvari, Eskandar,Salehi, Mehdi,Koukabi, Nadiya. "Fe3O4–cysteamine hydrochloride magnetic nanoparticles: New, efficient and recoverable nanocatalyst for Knoevenagel condensation reaction". . . Retrieved 2017.
• 3、 Zare, Elham,Rafiee, Zahra. "Cellulose stabilized Fe3O4 and carboxylate-imidazole and Co-based MOF growth as an exceptional catalyst for the Knoevenagel reaction". . . Retrieved 2020.
• 4、 Heidari, Payam,Cheraghali, Ramin,Veisi, Hojat. "Betti base-modified magnetic nanoparticles as a novel basic nanocatalyst in Knoevenagel condensation and its related palladium nanocatalyst in Suzuki coupling reactions". . p. 991 - 997. Retrieved 2016.
• 5、 Monehzadeh, Fatemeh,Rafiee, Zahra. "Application of GO/COF as a novel, efficient and recoverable catalyst in the Knoevenagel reaction". . . Retrieved 2020.
• 6、 Aryanejad, Sima,Bagherzade, Ghodsieh,Farrokhi, Alireza. "Efficient and recyclable novel Ni-based metal–organic framework nanostructure as catalyst for the cascade reaction of alcohol oxidation–Knoevenagel condensation". . . Retrieved 2018.
• 7、 Deng,Guo,He,Ji. "Cadmium Naphthalenedisulfonate Complex as Heterogeneous Catalyst in the Knoevenagel Condensation". . p. 117 - 121. Retrieved 2019.
• 8、 Chen, Peng,Sun, Jin-Shi,Wu, Xian-Tao,Xiao, En-Kai,Zhang, Lei,Zhu, Guangshan. "An Ionic Liquid on a Porous Organic Framework Support: A Recyclable Catalyst for the Knoevenagel Condensation in an Aqueous System". . p. 943 - 947. Retrieved 2020.
• 9、 Yousefian, Mahnaz,Rafiee, Zahra. "Cu-metal-organic framework supported on chitosan for efficient condensation of aromatic aldehydes and malononitrile". . . Retrieved 2020.
• 10、 Kundu, Tanaya,Manna, Krishna,Jana, Ajay K.,Natarajan, Srinivasan. "A luminescent inorganic-organic hybrid, [Cd(C16H10N2O8S)(H2O)], for the selective and recyclable detection of chromates and dichromates in aqueous solution". . p. 13263 - 13270. Retrieved 2019.