Diethyl phenylmalonate

Name: Diethyl phenylmalonate
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CAS No. 83-13-6
Cat. No. CS-0036888
Purity≥98%
MDL No.MFCD00009144

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 83-13-6

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Description

Diethyl phenylmalonate serves as a key synthon in C–C bond formation, featuring a stabilized enolate derived from its α-methylene group. The phenyl substituent imparts electronic and steric control, enabling selective alkylation under mild conditions. This bench-stable diester integrates efficiently into multistep sequences for complex molecular architectures.

Application

Diethyl phenylmalonate serves as a versatile synthon in organic synthesis, enabling the efficient construction of substituted acetic acid derivatives and cyclopropanes via standard malonate alkylation and cycloaddition protocols. Its bench-stable nature and compatibility with a broad range of nucleophiles facilitate straightforward functionalization, while the phenyl group enhances stability and provides a handle for downstream transformations. Functions reliably in standard enolate-mediated coupling reactions and serves as a key building block for bioactive heterocycles and pharmaceutical intermediates.

General Information

CAS No. 83-13-6
Cat. No. CS-0036888
Purity ≥98%
MDL No. MFCD00009144
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₆O₄
Molecular Weight None
Synonym(s) Phenylpropanedioic acid diethyl ester; Diethyl phenylmalonate
SMILES CCOC(=O)C(C1=CC=CC=C1)C(=O)OCC

Computational Chemistry Data

TPSA 52.6
LogP 1.8964
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 5

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Diethyl phenylmalonate

CAS No. 83-13-6

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