DIMETHYL (4-NITROBENZYLIDENE)MALONATE

Base Information

• Chemical Name: DIMETHYL (4-NITROBENZYLIDENE)MALONATE
• CAS No.: 38323-22-7
• Molecular Formula: C12H11NO6
• Molecular Weight: 265.222
• Hs Code.: 2917399090
• Mol file: 38323-22-7.mol

Synonyms:Propanedioic acid,[(4-nitrophenyl)methylene]-,dimethyl ester;dimethyl (4-nitrobenzylidene)-malonate;dimethyl (p-nitrobenzylidene)malonate;Dimethyl 2-(4-nitrobenzylidene)malonate;1,3-dimethyl 2-(4-nitrobenzylidene)malonate;dimethyl 2-[(4-nitrophenyl)methylene]propane-1,3-dioate;2-Carbomethoxy-3-(4-nitrophenyl)propenoic acid methyl ester;

Chemical Property of DIMETHYL (4-NITROBENZYLIDENE)MALONATE

Chemical Property:

• Vapor Pressure: 0.000113mmHg at 25°C
• Melting Point: 137-139oC(lit.)
• Boiling Point: 336.4oC at 760 mmHg
• Flash Point: 135oC
• PSA: 98.42000
• Density: 1.335g/cm3
• LogP: 1.84740

Purity/Quality:

DIMETHYL(4-NITROBENZYLIDENE)MALONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIMETHYL (4-NITROBENZYLIDENE)MALONATE

There total 4 articles about DIMETHYL (4-NITROBENZYLIDENE)MALONATE 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%

4-nitrobenzaldehdye (555-16-8) + malonic acid dimethyl ester (108-59-8) → dimethyl (4-nitrobenzylidene)malonate (38323-22-7)

Guidance literature:

With cross-linked polystyrene-titanium tetrachloride complex; In neat (no solvent); at 60 ℃; for 4h;

DOI:10.1016/j.catcom.2018.11.001

Reference yield: 87.0%

dimethyl diazomalonate (6773-29-1) + 4-nitrobenzaldehdye (555-16-8) → dimethyl (4-nitrobenzylidene)malonate (38323-22-7)

Guidance literature:

With triphenylphosphine; methyltrioxorhenium(VII); In benzene; at 20 ℃; for 0.333333h;

Reference yield:

dimethyl 2-benzylidenepropanedioate (6626-84-2) + nitric acid (7697-37-2,78989-43-2) → dimethyl (4-nitrobenzylidene)malonate (38323-22-7)

Guidance literature:

at -15 - -10 ℃;

upstream raw materials:

4-nitrobenzaldehdye

malonic acid dimethyl ester

dimethyl diazomalonate

dimethyl 2-benzylidenepropanedioate

Refernces

• 1、 Khaligh, Nader Ghaffari,Gorjian, Hayedeh,Fahim, Hoda,Titinchi, Salam J. J.. "Solid-phase synthesis of arylidene and alkylidene malonates, as versatile intermediates, catalyzed using mesoporous poly-melamine–formaldehyde as a nitrogen-rich porous organic polymer (POP)". . p. 3529 - 3536. Retrieved 2021.
• 2、 Borisov, Denis D.,Chermashentsev, Grigorii R.,Novikov, Roman A.,Tomilov, Yury V.. "Synthesis of Substituted β-Styrylmalonates by Sequential Isomerization of 2-Arylcyclopropane-1,1-dicarboxylates and (2-Arylethylidene)malonates". supporting information. p. 2253 - 2259. Retrieved 2021/03/04.