methyl 4-oxo-4-phenylbutanoate

Name: methyl 4-oxo-4-phenylbutanoate
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CAS No. 25333-24-8
Cat. No. CS-0067775
Purity≥95%
MDL No.MFCD00014906

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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methyl 4-oxo-4-phenylbutanoate|CS-0067775

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Description

Methyl 4-oxo-4-phenylbutanoate features a ketone-bearing benzylic center flanked by an ester group, enabling direct functionalization at the α-position. This structural motif supports efficient C–C bond formation in synthesis, particularly in Michael additions and aldol-type reactions. The compound exhibits enhanced stability under standard bench conditions and integrates readily into multi-step sequences for complex molecule assembly.

Application

Methyl 4-oxo-4-phenylbutanoate serves as a versatile synthon in synthetic organic chemistry, enabling efficient access to substituted cyclohexanones and functionalized heterocycles via Michael addition and intramolecular aldol cyclization. Its α,β-unsaturated ketone motif exhibits robust reactivity in standard conjugate addition protocols, while the ester group permits selective reduction or hydrolysis for downstream transformations. Bench-stable and readily purified by flash chromatography, it functions as a key building block in the synthesis of bioactive scaffolds and complex natural product intermediates.

General Information

CAS No. 25333-24-8
Cat. No. CS-0067775
Purity ≥95%
MDL No. MFCD00014906
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₂O₃
Molecular Weight 192.21
Synonym(s) Methyl 4-Oxo-4-phenylbutyrate
SMILES O=C(OC)CCC(C1=CC=CC=C1)=O

Computational Chemistry Data

TPSA 43.37
LogP 1.8225
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 4

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 Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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methyl 4-oxo-4-phenylbutanoate

CAS No. 25333-24-8

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