Diethyl ketomalonate

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Diethyl ketomalonate manufacturers

Diethyl ketomalonate Basic information

Product Name:	Diethyl ketomalonate
Synonyms:	2-Oxopropanedioic acid diethyl;2-Oxopropanedioic acid diethyl ester;Ketomalonic acid diethyl;Oxomalonic acid diethyl;Diethyl KETOMALONATE ester;Diethyl ketomalonate ,98%;Diethyl 2-oxomalonate 97%;Diethyl ketomalonate, (Diethyl mesoxalate
CAS:	609-09-6
MF:	C7H10O5
MW:	174.15
EINECS:	210-176-2
Product Categories:	Pharmaceutical Intermediates
Mol File:	609-09-6.mol

Diethyl ketomalonate Chemical Properties

Melting point	-70°C
Boiling point	208-210 °C (lit.)
density	1.142 g/mL at 25 °C (lit.)
refractive index	n20/D 1.415
Fp	>230 °F
storage temp.	Inert atmosphere,Room Temperature
solubility	Chloroform (Slightly), Methanol
form	liquid
color	green-yellow
Specific Gravity	1.142
Water Solubility	Fully miscible with water.
Sensitive	Moisture Sensitive
Merck	14,5913
BRN	971873
InChIKey	DBKKFIIYQGGHJO-UHFFFAOYSA-N
CAS DataBase Reference	609-09-6(CAS DataBase Reference)
NIST Chemistry Reference	Propanedioic acid, oxo-, diethyl ester(609-09-6)
EPA Substance Registry System	Propanedioic acid, oxo-, diethyl ester (609-09-6)

Safety Information

Hazard Codes	Xi
Safety Statements	24/25
WGK Germany	3
F	21
Hazard Note	Irritant
TSCA	T
HazardClass	IRRITANT, MOISTURE SENSITIVE
HS Code	29183000

MSDS Information

Diethyl ketomalonate Usage And Synthesis

Chemical Properties	Clear yellow liquid
Uses	Diethyl ketomalonate, reagent employed in Wittig and Aza-Wittig reactions for synthesis of triazoles, and 2-azadienes, respectively.
Application	Diethyl ketomalonate can be used in electron-deficient heterodienophile; Diels-Alder reaction; heterodipolarophile; [3 + 2] cycloaddition; 1,3-diyl trapping agent; 1,4-dipolar cycloaddition; [2 + 2] cycloaddition; enophile; ene reaction; electrophilic addition; Wittig reactions; condensation with amines; Pictet-Spengler reactions.
Preparation	Diethyl ketomalonate can be prepared by bromination of Diethyl Malonate to the dibromomalonic ester, exchange of one bromine atom for acetate and α-elimination of acetyl bromide. Alternatively, diethyl malonate is condensed with benzaldehyde to afford the Knoevenagel product which is cleaved by ozonolysis.
Synthesis Reference(s)	Synthetic Communications, 24, p. 695, 1994 DOI: 10.1080/00397919408012648 The Journal of Organic Chemistry, 46, p. 2598, 1981 DOI: 10.1021/jo00325a039
storage	Diethyl ketomalonate is stable for at least 6 months if stored in the refrigerator.

Diethyl ketomalonate Preparation Products And Raw materials

Raw materials	Malonic acid
Preparation Products	Diethyl isopropylidenemalonate-->Ethyl 6,7-Dichloro-3,4-dihydro-3-oxo-2-quinoxalinecarboxylate-->4-ethoxy-3-(ethoxycarbonyl)-4-oxobut-2-enoic acid-->ETHYL 3-(4-CHLOROPHENYL)-5-HYDROXY-1,2,4-TRIAZINE-6-CARBOXYLATE-->ethyl 5-oxo-3-phenyl-2H-1,2,4-triazine-6-carboxylate-->6-Phenylisatin-->ethyl 6-bromo-3-hydroxy-5-methylpyrazine-2-carboxylate-->2-(2,5-DIMETHYLPHENYL)-2-HYDROXYACETIC ACID

Tag:Diethyl ketomalonate(609-09-6) Related Product Information

Diethyl dipropylmalonate Diethyl isopropylmalonate Diethyl chloromalonate DIETHYL DIMETHYLMALONATE Diethyl malonate Diethyl fluoromalonate Dimethyl malonate DIETHYL BROMOMALONATE Diethyl 2-ethyl-2-phenylmalonate Diethyl ethylmalonate Diethyl butylmalonate Malonic acid Diethyl methylmalonate 2-AMINODIETHYLMALONATE Diethyl bis(hydroxymethyl)malonate Diethyl phenylmalonate DIETHYL DIETHYLMALONATE Diethyl allylmalonate

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