3-Bromo-4,5-dihydroxybenzaldehyde

Name: 3-Bromo-4,5-dihydroxybenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 16414-34-9
Cat. No. CS-0103468
Purity≥95%
MDL No.MFCD00016608

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Type	HazMat Fee
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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3-Bromo-4,5-dihydroxybenzaldehyde|CS-0103468

Structure of 16414-34-9

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Description

3-Bromo-4,5-dihydroxybenzaldehyde features a brominated aromatic ring flanked by two adjacent hydroxyl groups and a formyl functionality. This configuration enables direct incorporation into bioactive molecule scaffolds, particularly in the synthesis of catechol-containing pharmaceuticals and fluorescent probes. The compound exhibits enhanced reactivity in electrophilic substitution and transition-metal-catalyzed coupling reactions due to synergistic electronic effects from the electron-donating hydroxyls and the electron-withdrawing bromine.

Application

3-Bromo-4,5-dihydroxybenzaldehyde serves as a versatile building block for the synthesis of bioactive heterocycles and natural product analogs. The ortho-dihydroxy motif enables facile metal-catalyzed coupling reactions and oxidative cyclizations, while the bromine substituent provides a reliable handle for palladium-mediated cross-coupling. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

General Information

CAS No. 16414-34-9
Cat. No. CS-0103468
Purity ≥95%
MDL No. MFCD00016608
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrO₃
Molecular Weight 217.02
Synonym(s) 5-BROMOPROTOCATECHUALDEHYDE
SMILES O=CC1=CC(O)=C(O)C(Br)=C1

Computational Chemistry Data

TPSA 57.53
LogP 1.6728
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-4,5-dihydroxybenzaldehyde

CAS No. 16414-34-9

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