2-(4-Bromophenyl)-2-oxoacetaldehyde

Name: 2-(4-Bromophenyl)-2-oxoacetaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 5195-29-9
Cat. No. CS-0186414
Purity≥98%
MDL No.None

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2-(4-Bromophenyl)-2-oxoacetaldehyde|CS-0186414

Structure of 5195-29-9

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Description

2-(4-Bromophenyl)-2-oxoacetaldehyde features a reactive aldehyde group conjugated to a ketone, enabling efficient coupling in cross-coupling and condensation reactions. The para-bromophenyl moiety provides a handle for further functionalization via palladium-catalyzed transformations. This electrophilic scaffold integrates readily into complex molecular architectures under mild conditions.

Application

2-(4-Bromophenyl)-2-oxoacetaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted benzodioxoles and related heterocyclic scaffolds. Its aldehyde functionality facilitates nucleophilic additions and condensation reactions, while the pendant bromophenyl group supports palladium-catalyzed cross-coupling transformations. The compound exhibits sufficient bench stability for routine handling and is compatible with common protecting group strategies, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

General Information

CAS No. 5195-29-9
Cat. No. CS-0186414
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrO₂
Molecular Weight 213.03
Synonym(s) (4-BROMO-PHENYL)-OXO-ACETALDEHYDE
SMILES C1=C(C=CC(=C1)Br)C(=O)C=O

Computational Chemistry Data

TPSA 34.14
LogP 1.8307
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Safety Information

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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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(4-Bromophenyl)-2-oxoacetaldehyde

CAS No. 5195-29-9

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