Diethyl 2-phenylmalonate, CAS No. 83-13-6

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83-13-6

Catalog No. EBD4194

CAS 83-13-6

Name Diethyl 2-phenylmalonate

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Basic Information

Synonyms: Phenylpropanedioicaciddiethylester phenyldiethylmalonate Diethylphenylmalonate diethylphenylpropanedioate Diethyl2-phenylmalonate Phenylmalonicaciddiethylester DEPM diethylphenylmalonat ethylphenylmalonate phenylmalonicester diethylphenymalonate phenyl-propanedioicacidiethylester malonicacid,phenyl-,diethylester

Molecular Formula: C13H16O4

Molecular Weight: 236.26

MDL Number: MFCD00009144

Categories: Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters Synthetic Chemistry > Basic Synthetic Reagents > C-C Bond Formation Reagents

Product Description:

Diethyl phenylmalonate is an organic compound with the molecular formula C₁₃H₁₆O₄. It is a diester derivative of phenylmalonic acid, featuring a phenyl group attached to the central carbon of a malonate ester structure. This compound is a colorless to pale yellow liquid at room temperature. Its primary and most significant application is as a versatile building block in organic synthesis, particularly in the pharmaceutical and fine chemical industries. The active methylene group flanked by two ester groups makes it a key reagent for classic malonic ester synthesis reactions. It is widely used to introduce the phenylmalonate moiety or to construct α-substituted carboxylic acid derivatives, which are common structural motifs in various bioactive molecules and complex organic compounds. As a specialized synthetic intermediate, it is less commonly used as a universal reagent compared to simpler diethyl malonate. Its utility is defined by its specific structure, enabling the synthesis of compounds with quaternary carbon centers bearing an aromatic group. It is commercially available from suppliers of fine chemicals and advanced synthetic intermediates.

Physical Properties

Melting Point: 16 °C(lit.)

Boiling Point: 170-172 °C/14 mmHg(lit.)

Flash Point: 113 °C

Density: 1.095 g/mL at 25 °C(lit.)

Solubility: immiscible

Refractivity: n20/D 1.491(lit.)

Analytical Data

Appearance: clear colourless to yellowish liquid after melting