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: 2024/03/01

TCI Chemical

Product number: A1503
Product name: Diethyl Acetonylmalonate
Purity: >95.0%(GC)
Packaging: 5g
Price: $111
Updated: 2024/03/01

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

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

1,3-Butanediol Ethyl nicotinate 2-[4-(HYDROXYMETHYL)-2-NITROPHENOXY]ACETIC ACID METHYL ESTER ACETONYLMALONIC ACID DIMETHYL ESTER ACETONYLMALONIC ACID DIETHYL ESTER AURORA KA-5523 AURORA KA-6033

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