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ACETONYLMALONIC ACID DIETHYL ESTER

Product Name
ACETONYLMALONIC ACID DIETHYL ESTER
CAS No.
23193-18-2
Chemical Name
ACETONYLMALONIC ACID DIETHYL ESTER
Synonyms
DIETHYL ACETONYLMALONATE;DIETHYL 2-OXOPROPYLMALONATE;Diethyl Acetonylmalonate >Diethyl 2-(2-oxopropyl)Malonate;ethyl 2-carbethoxy-4-oxo-valerate;ACETONYLMALONIC ACID DIETHYL ESTER;diethyl 2-(2-oxopropyl)propanedioate;2-OXOPROPYLMALONIC ACID DIETHYL ESTER;1,3-diethyl 2-(2-oxopropyl)propanedioate;2-Oxopropylmalonic acid eiethyl ester
CBNumber
CB5459968
Molecular Formula
C10H16O5
Formula Weight
216.23
MOL File
23193-18-2.mol
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ACETONYLMALONIC ACID DIETHYL ESTER Property

Boiling point:
296.4±20.0℃ (760 Torr)
Density 
1.091±0.06 g/cm3 (20 ºC 760 Torr)
refractive index 
1.4388 (20℃)
Flash point:
126.9±21.8℃
storage temp. 
2-8°C
form 
clear liquid
pka
11.80±0.59(Predicted)
color 
Colorless to Light yellow
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Safety

HS Code 
2918.30.9000
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical
Product number
A1503
Product name
Diethyl Acetonylmalonate
Purity
>95.0%(GC)
Packaging
1g
Price
$37
Updated
2025/07/31
TCI Chemical
Product number
A1503
Product name
Diethyl Acetonylmalonate
Purity
>95.0%(GC)
Packaging
5g
Price
$111
Updated
2025/07/31
TRC
Product number
B400015
Product name
AcetonylmalonicAcidDiethylEster
Packaging
500mg
Price
$155
Updated
2021/12/16
AK Scientific
Product number
7004AL
Product name
Acetonylmalonicaciddiethylester
Packaging
5g
Price
$423
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0013504
Product name
ACETONYLMALONIC ACID DIETHYL ESTER
Purity
95.00%
Packaging
1G
Price
$683.99
Updated
2021/12/16
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ACETONYLMALONIC ACID DIETHYL ESTER Chemical Properties,Usage,Production

Uses

Diethyl Acetonylmalonate is a doubly functionalized reagent, the ketone acting as an internal trapping agent after the reaction of the  malonate anion; for synthesis of five-membered rings.

Synthesis Reference(s)

The Journal of Organic Chemistry, 46, p. 4631, 1981 DOI: 10.1021/jo00335a084

Synthesis

A detailed procedure reports the alkylation of Diethyl Malonate by chloroacetone on a 100 g scale, giving diethyl acetonylmalonate (1) with a yield of 55% after distillation. Since chloroacetone is toxic and highly irritating to the eyes, skin, and mucous membranes, an alternative procedure using Isopropenyl Acetate, a mild irritant and a much less toxic compound than chloroacetone, should be seriously considered. Thus the reaction of dimethyl malonate with isopropenyl acetate in the presence of Cerium(IV) Ammonium Nitrate (CAN) followed by a mild basic treatment affords dimethyl acetonylmalonate in a yield of 82% on a 5-10 g scale (eq 1). This procedure offers advantages regarding the yield and reaction conditions, and it uses available starting materials.

References

1. Mercier C.; Addas A. R.; Deslongchamps P. CJC 1972, 50, 1882.
2. The Merck Index, 11th ed.; Merck: Rahway, NJ, 1989.
3. Baciocchi E.; Civitarese G.; Ruzziconi R. TL 1987, 28, 5357.

ACETONYLMALONIC ACID DIETHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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ACETONYLMALONIC ACID DIETHYL ESTER Suppliers

TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80

23193-18-2, ACETONYLMALONIC ACID DIETHYL ESTERRelated Search:


  • DIETHYL ACETONYLMALONATE
  • DIETHYL 2-OXOPROPYLMALONATE
  • ACETONYLMALONIC ACID DIETHYL ESTER
  • 2-OXOPROPYLMALONIC ACID DIETHYL ESTER
  • 3-Oxobutane-1,1-dicarboxylic acid diethyl ester
  • 2-Oxopropylmalonic acid eiethyl ester
  • ACETONYLMALONIC ACID DIETHYL ESTER or diethyl 2-(2-oxopropyl)malonate
  • 1,3-diethyl 2-(2-oxopropyl)propanedioate
  • Acetonylmalonic Acid Diethyl Ester Diethyl 2-Oxopropylmalonate 2-Oxopropylmalonic Acid Diethyl Ester
  • 2-(2-Oxopropyl)-propanedioic acid 1,3-diethyl ester
  • Diethyl 2-(2-oxopropyl)Malonate
  • ethyl 2-carbethoxy-4-oxo-valerate
  • 2-(2-oxopropyl)propanedioic acid diethyl ester
  • Diethyl Acetonylmalonate &gt
  • Propanedioic acid, 2-(2-oxopropyl)-, 1,3-diethyl ester
  • diethyl 2-(2-oxopropyl)propanedioate
  • 23193-18-2