Diethyl ketomalonate

Product Name: Diethyl ketomalonate
CAS No.: 609-09-6
Chemical Name: Diethyl ketomalonate
Synonyms: Diethyl 2-oxomalonate;DIETHYL MESOXALATE;diethyl 2-oxopropanedioate;1,3-diethyl 2-oxopropanedioate;ketomaL;Keto Malonate;Ethyl mesoxalate;ETHYL OXOMALONATE;DIETHYL MESOXYLATE;Diethyl ketomalote
CBNumber: CB0224840
Molecular Formula: C7H10O5
Formula Weight: 174.15
MOL File: 609-09-6.mol

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Diethyl ketomalonate Property

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
Flash point:: >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)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D97401
Product name: Diethyl ketomalonate
Purity: 95%
Packaging: 5g
Price: $58.3
Updated: 2025/07/31

Sigma-Aldrich

Product number: D97401
Product name: Diethyl ketomalonate
Purity: 95%
Packaging: 25g
Price: $181.45
Updated: 2025/07/31

TCI Chemical

Product number: M0866
Product name: Diethyl Mesoxalate
Purity: >94.0%(GC)
Packaging: 5g
Price: $55
Updated: 2025/07/31

TCI Chemical

Product number: M0866
Product name: Diethyl Mesoxalate
Purity: >94.0%(GC)
Packaging: 25g
Price: $218
Updated: 2025/07/31

Usbiological

Product number: 446843
Product name: Diethyl Ketomalonate
Packaging: 100mg
Price: $305
Updated: 2021/12/16

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Diethyl ketomalonate Chemical Properties,Usage,Production

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

Diethyl ester Malonic acid

Preparation Products

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View Lastest Price from Diethyl ketomalonate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: Diethyl ketomalonate 609-09-6
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100 mt
Release date: 2024-11-13

Honest Joy Holdings Limited

Product: Diethyl ketomalonate 609-09-6
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98.7%
Supply Ability: 100 tons
Release date: 2022-02-18

Zhuozhou Wenxi import and Export Co., Ltd

Product: Diethyl ketomalonate 609-09-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

609-09-6, Diethyl ketomalonateRelated Search:

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

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

Diethyl mesoxalate~Diethyl oxomalonate~Oxopropanedioic acid diethyl ester

2-Oxomalonic acid diethyl ester

DiethylKetomaloante

Diethylmesoxalate=Diethyloxomalonate

Diethylketomalonate,95%

Diethyl ketomalonate 97%

Diethyl 2-oxopropane-1,3-dioate, Diethyl ketomalonate

Diethyl ketoMalonate, 95% 25GR

Diethyl ketoMalonate, 95% 5GR

Propanedioic acid,2-oxo-, 1,3-diethyl ester

Diethyl Ketomalonate Mesoxalic Acid Diethyl Ester

Di ethyl keeto Malonate

Diethyl 2-oxopropane-1,3-dioate, Diethyl ketomalonate, Diethyl mesoxalate

diethyl 2-oxopropanedioate

Propanedioic acid, oxo-, diethyl ester

Diethyl ketomalonate, Ketomalonic acid diethyl ester

Diethyl mesoxalate, Ketomalonic acid diethyl ester

Sodium Valproate Impurity 16

1,3-diethyl 2-oxopropanedioate

Keto Malonate

Diethyl ketoMalonate SynonyMs Diethyl Mesoxalate

MESOXALIC ACID DIETHYL ESTER

DIETHYL MESOXALATE

DIETHYL MESOXYLATE

DIETHYL KETOMALONATE

DIETHYL OXOMALONATE

ETHYL OXOMALONATE

KETOMALONIC ACID DIETHYL ESTER

Diethyl 2-oxomalonate

Ethyl mesoxalate

oxo-propanedioicacidiethylester

Diethyl ketomalonate≥ 98% (GC)

Diethyl ketomalote

ketomaL

DiethylMesoxalate&gt

Di Ethyl Ketomalonate (in GMs)

Diethyl divinyl ester

Diethyl5-oxomalonate

609-09-6

COCO2C2H52

COCOOC2H52

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Carbonyl Compounds

C6 to C7

Esters

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