4-Bromo-2-hydroxy-5-methoxybenzaldehyde

Name: 4-Bromo-2-hydroxy-5-methoxybenzaldehyde
Brand: ChemScene
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CAS No. 63272-66-2
Cat. No. CS-0130455
Purity≥98%
MDL No.MFCD23705605

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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4-Bromo-2-hydroxy-5-methoxybenzaldehyde|CS-0130455

Structure of 63272-66-2

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General Information

CAS No. 63272-66-2
Cat. No. CS-0130455
Purity ≥98%
MDL No. MFCD23705605
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrO₃
Molecular Weight 231.04
Synonym(s) 2-hydroxy-4-bromo-5-methoxybenzaldehyde
SMILES O=CC1=CC(OC)=C(C=C1O)Br

Description

4-Bromo-2-hydroxy-5-methoxybenzaldehyde features a brominated aromatic core with strategically positioned hydroxyl and methoxy groups, enabling selective functionalization in cross-coupling and condensation reactions. The aldehyde moiety provides a reactive handle for nucleophilic additions, while the electron-donating methoxy and hydroxyl substituents enhance regioselectivity in electrophilic substitution processes. This compound exhibits bench-stable handling characteristics under standard conditions.

Application

4-Bromo-2-hydroxy-5-methoxybenzaldehyde serves as a versatile building block in the synthesis of bioactive heterocycles and functionalized aromatic systems. Its strategic combination of bromo, hydroxy, methoxy, and aldehyde functionalities enables sequential transformations via Suzuki-Miyaura coupling, electrophilic substitution, and condensation reactions. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- In-stock
  
  3899-91-0
- ~%
- In-stock
  
  63272-66-2
References
- Zhu, Xinju; Plunkett, Kyle N. Journal of Organic Chemistry, 2014 , vol. 79, # 15 p. 7093 - 7102

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

TPSA 46.53
LogP 1.9758
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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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4-Bromo-2-hydroxy-5-methoxybenzaldehyde

CAS No. 63272-66-2

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