2-(3-METHYLBENZYLIDENE)-MALONONITRILE

Base Information

• Chemical Name: 2-(3-METHYLBENZYLIDENE)-MALONONITRILE
• CAS No.: 15728-26-4
• Molecular Formula: C11H8 N2
• Molecular Weight: 168.198
• Hs Code.: 2926909090
• Mol file: 15728-26-4.mol

Synonyms:Malononitrile,(m-methylbenzylidene)- (7CI,8CI); Propanedinitrile,[(3-methylphenyl)methylene]- (9CI); 3-Methylbenzylidenemalononitrile;m-Methylbenzylidenemalononitrile

Chemical Property of 2-(3-METHYLBENZYLIDENE)-MALONONITRILE

Chemical Property:

• PSA: 47.58000
• LogP: 2.42556

Purity/Quality:

99% ^*data from raw suppliers

(3-methylbenzylidene)propanedinitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(3-METHYLBENZYLIDENE)-MALONONITRILE

There total 7 articles about 2-(3-METHYLBENZYLIDENE)-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: 98.0%

m-tolyl aldehyde (620-23-5) + malononitrile (109-77-3) → 2-(3-methylbenzylidene)malononitrile (15728-26-4)

Guidance literature:

With amine-functionalized mesoporous silica nanospheres; In water; at 100 ℃; for 0.0833333h; Microwave irradiation; Sealed tube;

DOI:10.1007/s10562-015-1484-9

Reference yield: 81.0%

1,1-dimethoxy-1-(3-methylphenyl)methane (90470-72-7) + malononitrile (109-77-3) → 2-(3-methylbenzylidene)malononitrile (15728-26-4)

Guidance literature:

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

DOI:10.1039/c8nj01934g

Reference yield: 7.0%

3-methylbenzyl alcohol (587-03-1) + malononitrile (109-77-3) → 2-(3-methylbenzylidene)malononitrile (15728-26-4) + m-tolyl aldehyde (620-23-5)

Guidance literature:

3-methylbenzyl alcohol; With NH₂-MIL-101(Fe); oxygen; In acetonitrile; at 20 ℃; for 40h; under 760.051 Torr; Irradiation;

malononitrile; In acetonitrile;

DOI:10.1039/c4cy01464b

upstream raw materials:

m-tolyl aldehyde

malononitrile

1,1-dimethoxy-1-(3-methylphenyl)methane

3-methylbenzyl alcohol

Downstream raw materials:

3-methyl-benzaldehyde (E)-oxime

6-amino-5-cyano-2-methyl-4-(3-tolyl)-4H-pyran-3-carboxylic acid ethyl ester

Refernces

• 1、 Moghaddam, F. Matloubi,Eslami,Siahpoosh,Hoda. "Diastereoselective construction of a functionalized dihydro-pyridazine-based spirooxindole scaffold: Via C-3 umpolung of isatin N, N ′-cyclic azomethine imine". . p. 10318 - 10323. Retrieved 2019.
• 2、 Erkman, Kristin,J?rving, Ivar,Kaasik, Mikk,Kanger, T?nis,Mart?nova, Jevgenija,Metsala, Andrus. "Enantioselective Michael addition to vinyl phosphonatesviahydrogen bond-enhanced halogen bond catalysis". . p. 7561 - 7568. Retrieved 2021.
• 3、 Koyama, Kaho,Kuwata, Marina,Sajiki, Hironao,Sawama, Yoshinari,Takakura, Ryoya,Yamada, Tsuyoshi. "Hydroquinone and benzoquinone-catalyzed aqueous Knoevenagel condensation". . p. 6594 - 6597. Retrieved 2020.
• 4、 Hassan, Ashraf S.,Morsy, Nesrin M.,Awad, Hassan M.,Ragab, Ahmed. "Synthesis, molecular docking, and in silico ADME prediction of some fused pyrazolo[1,5-a]pyrimidine and pyrazole derivatives as potential antimicrobial agents". . p. 521 - 545. Retrieved 2022.
• 5、 Yan, Biwei,Zuo, Linhong,Chang, Xiaowei,Liu, Teng,Cui, Manying,Liu, Yang,Sun, Haiyu,Chen, Weipeng,Guo, Wusheng. "Kinetically Controllable Pd-Catalyzed Decarboxylation Enabled [5 + 2] and [3 + 2] Cycloaddition toward Carbocycles Featuring Quaternary Carbons". supporting information. p. 351 - 357. Retrieved 2021/01/26.