2-Bromo-4-hydroxybenzaldehyde

Name: 2-Bromo-4-hydroxybenzaldehyde
Brand: ChemScene
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CAS No. 22532-60-1
Cat. No. CS-W005222
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-4-hydroxybenzaldehyde|CS-W005222

Structure of 22532-60-1

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General Information

CAS No. 22532-60-1
Cat. No. CS-W005222
Purity ≥96%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrO₂
Molecular Weight 201.02
Synonym(s) Benzaldehyde, 2-broMo-4-hydroxy
SMILES OC1=CC(Br)=C(C=O)C=C1

Description

2-Bromo-4-hydroxybenzaldehyde features a bromine atom at the ortho position relative to the aldehyde, combined with a para-hydroxyl group that imparts enhanced polarity and hydrogen-bonding capacity. This electronic configuration supports its use in coupling reactions and as a building block for bioactive heterocycles. The compound exhibits good stability under standard bench conditions and facilitates efficient functionalization in synthetic pathways.

Application

2-Bromo-4-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the phenolic hydroxyl and aldehyde positions. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the aldehyde group supports reductive amination and condensation protocols. The compound exhibits good bench stability and is readily purified by crystallization, making it well-suited for multi-step synthetic sequences requiring orthogonal reactivity.

Synthesis

Route1
- 64-17-5
- 591-20-8
- ~15%
- In-stock
  
  22532-60-1
References
- ANACOR PHARMACEUTICALS, INC.; HERNANDEZ, Vincent, S.; DING, Charles; PLATTNER, Jacob; ALLEY, Michael, Richard Kevin; ZHANG, Yong-Kang; ZHANG, Yanchen Patent: WO2011/37731 A1, 2011 ; Location in patent: Page/Page column 111-112 ;
Route2
- In-stock
  
  82380-17-4
- ~%
- In-stock
  
  22532-60-1
References
- WO2012/168710 A1, ; Page/Page column 45 ; WO 2012/168710 A1
Route3
- 83521-93-1
- ~46%
- In-stock
  
  22532-60-1
References
- Calter, Michael A.; Li, Na Organic Letters, 2011 , vol. 13, # 14 p. 3686 - 3689

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

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 1.9672
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

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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2-Bromo-4-hydroxybenzaldehyde

CAS No. 22532-60-1

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