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105-50-0 - Diethyl acetone-1,3-dicarboxylate, 96% - Acetone-1,3-dicarboxylic acid diethyl ester - Diethyl 3-oxoglutarate - A10933 - Alfa Aesar

A10933 Diethyl acetone-1,3-dicarboxylate, 96%

CAS Number
105-50-0
Synonyms
Acetone-1,3-dicarboxylic acid diethyl ester
Diethyl 3-oxoglutarate

Size Price ($) Quantity Availability
50g 39.04
250g 133.60
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Diethyl acetone-1,3-dicarboxylate, 96%

MDL
MFCD00009200
EINECS
203-302-2

Chemical Properties

Formula
C9H14O5
Formula Weight
202.21
Boiling Point
134-135°/10mm
Flash Point
86°(186°F)
Density
1.113
Refractive Index
1.4400
Solubility
Insoluble in water and soluble in alcohol, ester, benzene.

Applications

Synthesis of 1-substituted 4-ethoxycarbonyl-5- (ethoxycarbonylmethyl) pyrazoles Diethyl acetone-1, 3-dicarboxylate reacts with N, N-dimethylforma- mide dimethyl acetal (DMFDMA) in ethanol at room temperature. Unexpected product dichotomy is produced in the Biginelli-like condensation of 2-hydroxybenzaldehyde with urea or thiourea and dimethyl or diethyl acetone-1,3-dicarboxylate, respectively, as active methylene components. Ethyl 2-amino-4-(2-ethoxy-2-oxoethyl)thiazole-5-carboxylate (2a), prepared from diethylacetone-1,3-dicarboxylate, sulfuryl chloride and thiourea. Synthesis of diethyl 2,2-diethyl-3,5-dioxopimelate by the reaction of ethyl 3-chloro-3-oxo-2,2-dimethylpropionate with diethyl acetone-1,3-dicarboxylate.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.

Literature References

T. A. Bryson,; T. M. Dolak. Dimethyl 2,3-Pentadienedioate. Organic Syntheses. <

Stefanie Reima,; Van Thi Hong Nguyen,; Uwe Albrechta,; Peter Langer. Synthesis of 3,5-dioxoalkanoates, 3,5-dioxopimelates and 2,4-dioxoadipates by acylation of 1,3-bis-silyl enol ethers. Tetrahedron Letters. 2005, 46 (48),8423-8425.

Valuable synthetic building block, compare Dimethyl­ acetone-1,3-dicarboxyl­ate, A14969. Used in synthesis of isoquinolin-2-ones: Heterocycles, 33, 515 (1992).

GHS Hazard and Precautionary Statements

Hazard Statements: H227

Combustible liquid.

Precautionary Statements: P210-P280-P370+P378a-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. In case of fire: Use for extinction: CO2, powder or water spray. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
640146
Harmonized Tariff Code
2918.30
TSCA
Yes

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