DIMETHYL 2-(2,4-DINITROPHENYL)MALONATE

Base Information

• Chemical Name: DIMETHYL 2-(2,4-DINITROPHENYL)MALONATE
• CAS No.: 59562-41-3
• Molecular Formula: C11H10N2O8
• Molecular Weight: 298.20600
• Hs Code.: 2917399090
• Mol file: 59562-41-3.mol

Synonyms:(2,4-dinitro-phenyl)-malonic acid dimethyl ester;(2,4-Dinitro-phenyl)-malonsaeure-dimethylester;

Chemical Property of DIMETHYL 2-(2,4-DINITROPHENYL)MALONATE

Chemical Property:

• PSA: 144.24000
• LogP: 1.97900

Purity/Quality:

Dimethyl 2-(2,4-dinitrophenyl)malonate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIMETHYL 2-(2,4-DINITROPHENYL)MALONATE

There total 5 articles about DIMETHYL 2-(2,4-DINITROPHENYL)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: 93.0%

1-chloro-2,4-dinitro-benzene (97-00-7) + malonic acid dimethyl ester (108-59-8) → dimethyl 2,4-dinitrophenylmalonate (59562-41-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.333333h;

Reference yield:

meta-dinitrobenzene (99-65-0) + dimethyl 2-bromomalonate (868-26-8) → dimethyl 2,4-dinitrophenylmalonate (59562-41-3)

Guidance literature:

With potassium tert-butylate; In 1,2-dimethoxyethane; at -20 - 0 ℃;

DOI:10.1055/s-1994-25447

Reference yield:

meta-dinitrobenzene (99-65-0) + dimethyl 2-bromomalonate (868-26-8) → dimethyl 2,4-dinitrophenylmalonate (59562-41-3) + dimethyl (2,6-dinitrophenyl)malonate (86162-89-2)

Guidance literature:

With pyridine; potassium tert-butylate; copper(l) chloride; In 1,2-dimethoxyethane; at -20 - 0 ℃; for 2.5h; Mechanism; Product distribution; effect of t-BuOCu amount on regioselectivity;

DOI:10.1055/s-1994-25447

upstream raw materials:

dimethyl malonate sodium salt

1-chloro-2,4-dinitro-benzene

meta-dinitrobenzene

dimethyl 2-bromomalonate

Downstream raw materials:

2-(2,4-Diamino-phenyl)-propane-1,3-diol

2-allyl-2-(2,4-dinitro-phenyl)-malonic acid dimethyl ester

2-(4-amino-2-nitrophenyl)propane-1,3-diol

Refernces

• 1、 Selvakumar,Azhagan, A.Malar,Srinivas,Krishna, G.Gopi. "A direct synthesis of 2-arylpropenoic acid esters having nitro groups in the aromatic ring: A short synthesis of (±)-coerulescine and (±)-horsfiline". . p. 9175 - 9178. Retrieved 2007/10/03.
• 2、 Haglund,Nilsson. "Synthesis of 2-(2,6-dinitrophenyl)malonates, -acetates and acetonitrile by copper-mediated vicarious nucleophilic substitution". . p. 242 - 243. Retrieved 2007/10/02.