(E)-4-(4-Fluorophenyl)-4-oxobut-2-enoic acid

Name: (E)-4-(4-Fluorophenyl)-4-oxobut-2-enoic acid
Brand: ChemScene
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CAS No. 35504-85-9
Cat. No. CS-0157532
Purity≥97%
MDL No.MFCD01656421

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(E)-4-(4-Fluorophenyl)-4-oxobut-2-enoic acid|CS-0157532

Structure of 35504-85-9

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General Information

CAS No. 35504-85-9
Cat. No. CS-0157532
Purity ≥97%
MDL No. MFCD01656421
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇FO₃
Molecular Weight 194.16
Synonym(s) β-(p-fluorobenzoyl)acrylic acid
SMILES C1=C(C=CC(=C1)F)C(=O)/C=C/C(=O)O

Description

(E)-4-(4-Fluorophenyl)-4-oxobut-2-enoic acid features a conjugated enone system flanked by a fluorinated phenyl group and a carboxylic acid, enabling direct participation in Michael additions and Diels-Alder reactions. This electron-deficient alkene integrates readily into synthetic scaffolds requiring spatially defined reactivity under mild conditions.

Application

(E)-4-(4-Fluorophenyl)-4-oxobut-2-enoic acid serves as a versatile synthetic building block for conjugated enones and heterocyclic systems. Its α,β-unsaturated ketone functionality enables reliable Michael additions, Diels–Alder cycloadditions, and palladium-catalyzed coupling reactions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 54.37
LogP 1.6492
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Ketone

Building Blocks Functional Group Olefins

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(E)-4-(4-Fluorophenyl)-4-oxobut-2-enoic acid

CAS No. 35504-85-9

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