Diethyl ketomalonate 609-09-6

Focusing on innovative research, development, and production in the field of fine chemicals, we prioritize technology, quality, and market orientation. We collaborate with global partners to build a high-tech chemical industry chain and promote sustainable development in the industry.

The company's main products include pharmaceutical intermediates, food additives, essence, spices and plant extracts. The products have passed international certification and are exported to Europe, America, Japan, South Korea and Southeast Asia.

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)

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
Synthesis	3377-20-6 609-09-6 The general procedure for the synthesis of diethyl ketomalonate from diethyl methylidenemalonate was as follows: 258 g of diethyl methylidenemalonate prepared by Knoevenagel condensation reaction of malonic acid and formaldehyde was dissolved in 1 liter of methanol, followed by ozonation reaction. Upon completion of the reaction, 5 g of 10% Pd-on-C was added as a hydrogenation catalyst and placed in 200 ml of methanol to carry out the hydrogenation reaction, with a hydrogen consumption of 28.9 standard liters (86% of the theoretical value was reached). The reaction mixture was post-treated according to the method of Example 5 and subsequently concentrated under vacuum to give 214 g of diethyl ketomalonate with a boiling point of 10.0-112°C/20 mmHg in 82% yield of the theoretical value.
storage	Diethyl ketomalonate is stable for at least 6 months if stored in the refrigerator.
References	[1] Patent: US4769464, 1988, A [2] Tetrahedron Letters, 1981, vol. 22, # 46, p. 4607 - 4610

Diethyl ketomalonate Preparation Products And Raw materials

Raw materials	Malonic acid-->diethyl methylidenemalonate-->Diethyl malonate-->Formaldehyde-->Methanol-->Ozone
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



——  Q&A  ——

Q1:Do you provide sample?

A: Yes, we can provide free sample, you only need pay the shipping cost.

Q2: What is the lead time?

A: For stock goods, it usually take about 5-7 days by air, 15-30 days by sea,For customized products, the delivery time needs to be confirmed based on the actual situation.

Q3: How can I buy? What is the payment method?

A: You can contract us through Email or you can browse our website:orientchem.cc, we have bank transfer,

A：We attach great importance to after-sales service of our products. If there are any quality issues, please contact us within 30 days of receiving the goods and we will handle returns and exchanges for you.