Main product

108-59-8

  • Product Name:Dimethyl malonate
  • Molecular Formula:C5H8O4
  • Specifications:99%
  • Molecular Weight:132.116
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Product Details;

CasNo: 108-59-8

Molecular Formula: C5H8O4

Appearance: liquid

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  • Molecular Formula:C5H8O4
  • Molecular Weight:132.116
  • Appearance/Colour:liquid 
  • Vapor Pressure:0.000135mmHg at 25°C 
  • Melting Point:-62 °C(lit.) 
  • Refractive Index:n20/D 1.413(lit.)  
  • Boiling Point:177.1 °C at 760 mmHg 
  • PKA:11.80±0.46(Predicted) 
  • Flash Point:90 °C 
  • PSA:52.60000 
  • Density:1.156 g/cm3 
  • LogP:-0.27750 

Dimethyl malonate(Cas 108-59-8) Usage

Chemical Description

Dimethyl malonate is a diester derivative of malonic acid, which is used as a reactant in the reaction.

Application

Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.Dimethyl malonate was used in gold catalyzed oxidative esterification of glycerol, 1,2-propanediol and 1,3-propanediol.

Production Methods

Dimethyl malonate is produced via direct esterification of methanol with malonic acid under azeotropic conditions.

General Description

Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.

InChI:InChI=1/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)/p-2

108-59-8 Relevant articles

Catalytic oxidative decarboxylation of malic acid into dimethyl malonate in methanol with dioxygen

Liu, Junxia,Du, Zhongtian,Yang, Yanliang,Lu, Tianliang,Lu, Fang,Xu, Jie

, p. 2151 - 2154 (2012)

If you've got it, use it: Malic acid is ...

A stereospecific transannular Diels-Alder approach to the [6.6.7] tricyclic skeleton related to aphidicolin and scopadulan natural products

Hall,Caille,Drouin,Lamothe,Muller,Deslongchamps

, p. 1081 - 1088 (1995)

Model trans-cis-cis (TCC) macrocyclic tr...

Liquid Phase Carbonylation with Solid Catalyst. Carboxy Methylation of Dihalo Methane with Group VIII Metals Supported on Active Carbon

Yagita, Hiroshi,Kuwahara, Hiroyuki,Omata, Kohji,Fujimoto, Kaoru

, p. 335 - 338 (1990)

It was found that cobalt supported on ac...

STRUCTURE OF MONARDAEIN, A BIS-MALONYLATED ANTHOCYANIN ISOLATED FROM GOLDEN BALM, MONARDA DIDYMA

Kondo, Tadao,Nakane, Yukari,Tamura, Hirotoshi,Goto, Toshio,Eugster, C.H.

, p. 5879 - 5882 (1985)

Structure of monardaein was determined t...

On the most powerful chemical traps for bis(methoxycarbonyl)carbene (=2-methoxy-1-(methoxycarbonyl)-2-oxoethylidene)

Shevchenko, Vladimir V.,Zhegalova, Natalya G.,Borzenko, Andey O.,Nikolaev, Valerij A.

, p. 501 - 509 (2008)

The efficiency and validity of different...

Synthesis of Alkyl(alkoxycarbonyl)tetracarbonyliron Complexes : the First Evidence of their Relevance to the Catalytic Cycle in the Carbonylation of Organic Halides induced by Pentacarbonyliron

Laurent, Pascale,Sabo-Etienne, Sylviane,Larsonneur, Anne-Marie,Abbayes, Herve des

, p. 929 - 930 (1988)

Reaction of (1-) (1) (R = Me or But) wit...

Esterification by ZrO2 and Mo-ZrO2 eco-friendly solid acid catalysts

Manohar, Basude,Reddy, Vangala R.,Reddy, Benjaram M.

, p. 3183 - 3187 (1998)

Esterification of mono- and dicarboxylic...

-

Soulen,Paul

, p. 261,263, 268 (1977)

-

6-O-MALONYL-β-METHYL-D-GLUCOPYRANOSIDE FROM ROOTS OF RUMEX OBTUSIFOLIUS

Kasai, Takanori,Okuda, Michiko,Sakamura, Sadao

, p. 1131 - 1132 (1981)

From the methanol-soluble acidic fractio...

VAPOR PHASE CARBONYLATION OF METHYL CHLOROACETATE

Shinoda, Kiyonori,Yasuda, Kensei

, p. 9 - 10 (1985)

The vapor phase carbonylation of methyl ...

Palladium phthalocyaninesulfonate functionalized mesoporous polymer: A highly efficient photocatalyst for degradation of 4-chlorophenol under visible light irradiation

Xing, Rong,Wu, Lin,Fei, Zhenghao,Wu, Peng

, p. 15 - 20 (2013)

A novel sulfonated palladium phthalocyan...

Catalytic hydrophosphorylation of dialkyl 2-allylmalonates

Reznikov,Skvortsov

, p. 1170 - 1176 (2007)

The reaction of dialkyl hydrogen phosphi...

Insight into the Claisen condensation of methyl acetate and dimethyl carbonate to dimethyl malonate

Zheng, Sainan,Xu, Shiwei,Zhou, Jinghong,Shen, Rongchun,Ji, Yang,Shen, Ming,Li, Wei

, p. 6689 - 6694 (2018)

A mechanistic study on the synthesis of ...

SYNTHESIS OF ESTERS OF 3-FLUORO-3-NITROACRYLIC ACID

Oreshko, G. V.,Lagodzinskaya, G. V.,Eremenko, L. T.

, p. 635 - 637 (1989)

-

Method for preparing diacid diester compound under catalysis of deep eutectic solvent

-

Paragraph 0035-0038, (2021/05/19)

The invention belongs to the technical f...

Modulation of cancer therapy using nano-organometallic compounds: Preparation, spectroscopic characterization and cytotoxic evaluation

El-Tabl, Abdou S.,Wahed, Moshira M. Abd-El,Mohamed, Eman A,Abu-Setta, Mohammed H. H.

, p. 3873 - 3887 (2021/07/17)

New series of Mn(II), Co(II), Ni(II), Cu...

FLOW CHEMISTRY SYNTHESIS OF ISOCYANATES

-

Paragraph 0175; 0186-0187, (2021/06/22)

The disclosure provides, inter alia, saf...

Tailorable carbazolyl cyanobenzene-based photocatalysts for visible light-induced reduction of aryl halides

Ou, Wei,Zou, Ru,Han, Mengting,Yu, Lei,Su, Chenliang

supporting information, p. 1899 - 1902 (2019/12/27)

Herein, a series of carbazolyl cyanobenz...

108-59-8 Process route

cis-(CO)4Fe(COOMe)(CH<sub>2</sub>COOMe)

cis-(CO)4Fe(COOMe)(CH2COOMe)

iron pentacarbonyl
13463-40-6,37220-42-1

iron pentacarbonyl

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
Conditions Yield
With carbon monoxide; Co atmosphere, 30°C, 3 h;
methanol
67-56-1

methanol

4-chloro-phenol
106-48-9,82344-39-6

4-chloro-phenol

Dimethyl oxalate
553-90-2

Dimethyl oxalate

(R)-dimethyl malate
70681-41-3

(R)-dimethyl malate

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
Conditions Yield
4-chloro-phenol; In water; at 20 ℃; Darkness;
With dihydrogen peroxide; In water; Irradiation;
methanol; With sulfuric acid; Reflux;

108-59-8 Upstream products

  • 67-56-1
    67-56-1

    methanol

  • 141-82-2
    141-82-2

    malonic acid

  • 1071-36-9
    1071-36-9

    sodium cyanoacetate

  • 60-29-7
    60-29-7

    diethyl ether

108-59-8 Downstream products

  • 41167-39-9
    41167-39-9

    2,6-bis-(4-methoxy-phenyl)-4-oxo-cyclohexane-1,1-dicarboxylic acid dimethyl ester

  • 41167-40-2
    41167-40-2

    2-(4-methoxy-phenyl)-4-oxo-6-styryl-cyclohexane-1,1-dicarboxylic acid dimethyl ester

  • 106321-53-3
    106321-53-3

    3-[4-(3-chloro-4-methyl-phenyl)-piperazino]-3-oxo-propionic acid

  • 101103-90-6
    101103-90-6

    3-[4-(3-chloro-4-methyl-phenyl)-piperazino]-3-oxo-propionic acid methyl ester

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