40516-46-9

Basic information

• Product Name: diethyl (ethoxymethyl)malonate
• Synonyms: diethyl (ethoxymethyl)malonate;(Ethoxymethyl)malonic acid diethyl ester;2-(Ethoxymethyl)malonic acid diethyl ester;Ethoxymethylmalonic acid diethyl ester;Propanedioic acid, (ethoxyMethyl)-, diethyl ester;diethyl 2-(ethoxymethyl)malonate
• CAS NO: 40516-46-9
• Molecular Formula: C₁₀H₁₈O₅
• Molecular Weight: 218.24692
• EINECS: 254-950-8
• Mol File: 40516-46-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 278.4°Cat760mmHg
• Flash Point: 116.8°C
• Appearance: /
• Density: 1.052g/cm³
• Vapor Pressure: 0.00428mmHg at 25°C
• Refractive Index: 1.43
• PKA: 11.74±0.59(Predicted)
• CAS DataBase Reference: diethyl (ethoxymethyl)malonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (ethoxymethyl)malonate(40516-46-9)
• EPA Substance Registry System: diethyl (ethoxymethyl)malonate(40516-46-9)

Safety Data

• Hazardous Substances Data: 40516-46-9(Hazardous Substances Data)

Usage

General Description

Diethyl (ethoxymethyl)malonate is a chemical compound used in organic synthesis. It is a derivative of malonic acid and has the formula C11H20O5. diethyl (ethoxymethyl)malonate is commonly used as a building block for the synthesis of various pharmaceuticals, agrochemicals, and other fine chemicals. It can undergo reactions such as esterification, alkylation, and condensation to create more complex molecules. Diethyl (ethoxymethyl)malonate is a versatile compound that is utilized in the production of a wide range of products in the chemical and pharmaceutical industries.

InChI:InChI=1/C10H18O5/c1-4-13-7-8(9(11)14-5-2)10(12)15-6-3/h8H,4-7H2,1-3H3

Upstream product

• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 105-53-3 diethyl malonate 
• 3188-13-4 ethyl chloromethyl ether 

Downstream Products

• 3377-20-6 diethyl methylenemalonate 
• 75907-57-2 2-{[3-(4-Methoxy-phenyl)-isothiazol-5-ylamino]-methylene}-malonic acid diethyl ester 
• 13388-74-4 ethyl 1H-benzo[g]quinoline-4,5,10-trione-3-carboxylate 
• 321162-53-2 1H-benzo[g]quinoline-4,5,10-trione 
• 52600-50-7 ethyl 5-cyano-6-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylate 
• 228728-23-2 ethyl 4-hydroxy-6-iodo-3-quinolinecarboxylate 
• 35975-57-6 ethyl-8-bromo-4-hydroxyquinolyl-3-carboxylic acid ethyl ester 
• 206257-60-5 4-chloro-6-iodoquinoline-3-carboxylic acid ethyl ester 
• 206258-97-1 ethyl 4-chloro-8-bromo-3-quinolinecarboxylate 
• 19499-19-5 4,7-dichloroquinoline-3-carboxylic acid ethyl ester 
• 16600-22-9 7-chloro-4-hydroxyquinoline-3-carboxylic acid,ethyl ester 
• 13720-94-0 ethyl 4-chloroquinoline-3-carboxylate 
• 56824-87-4 ethyl 4-chloro-6-methylquinoline-3-carboxylate 
• 26892-90-0 ethyl 4-hydroxy-3-quinolinecarboxylate 

Relevant articles and documents

Selective reduction of mono- and disubstituted olefins by NaBH4 and catalytic RuCl3

Direct use of the relatively inexpensive reagent, RuCl3 × H2O, as a catalyst for the reductions of olefins in the presence of water is reported. The combination of cheap and readily available sodium borohydride and a catalytic amount of RuCl3 × H2O selectively reduces mono- and disubstituted olefins, whereas trisubstituted olefins, unless activated, and benzyl ethers remain inert.

Structural studies on dioxan-2-ylium ions: intramolecular attack of an oxygen atom on a carbenium ion centre

As models for the ionization of orthoesters, a series of 1,3-dioxan-2-ylium salts have been prepared and characterized.The properties of 1,3-dioxan-2-ylium hexachloroantimonate 1, 5-ethoxymethyl-1,3-dioxan-2-ylium hexachloroantimonate 2, 2-methyl-5-ethoxymethyl-1,3-dioxan-2-ylium hexachloroantimonate 3, and 2-phenyl-5-ethoxymethyl-1,3-dioxan-2-ylium hexachloroantimonate 4, have been studied by 1H and 13C NMR spectroscopy.The structures of 3 and 4 have been determined using X-ray crystallography.Salts 3 and 4 both crystallize in monoclinic crystal systems.For 3, the space group is C2/c, with a=30.192(4) Angstroem, b=9.613(2) Angstroem, c=12.742(2) Angstroem, β=109.71(1) deg, V=3482(1) Angstroem3, and Z=8.Complex 4 crystallizes in the space group P21/n, with a=10.638(2) Angstroem, b=11.849(2) Angstroem, c=16.970(3) Angstroem, β=106.84(1) deg, V=2047(1) Angstroem3, and Z=4.The geometries of 3 and 4 are similar with the ether oxygen disposed over the dioxan-2-ylium ring.However, the interaction between the ether oxygen and the cationic centre is not significant due to the large internuclear distance observed.The cation 5, in which the carbon chain length between the ether oxygen and C(5) was increased, was prepared.This ion was found to undergo a reversible, intramolecular rearrangement resulting in the formation of 1-methyl-4-acetoxymethyl-tetrahydroguranyl oxonium hexachloroantimonate 11.