2-Bromo-4-methoxybenzaldehyde

Name: 2-Bromo-4-methoxybenzaldehyde
Brand: ChemScene
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CAS No. 43192-31-0
Cat. No. CS-W007358
Purity≥95%
MDL No.MFCD09788636

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2-Bromo-4-methoxybenzaldehyde|CS-W007358

Structure of 43192-31-0

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General Information

CAS No. 43192-31-0
Cat. No. CS-W007358
Purity ≥95%
MDL No. MFCD09788636
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrO₂
Molecular Weight 215.05
Synonym(s) 4-methoxy-2-bromo benzaldehyde
SMILES BrC1=C(C=O)C=CC(=C1)OC

Description

2-Bromo-4-methoxybenzaldehyde features a bromine atom at the ortho position and a methoxy group at the para position relative to the aldehyde, creating a uniquely activated aromatic scaffold. This electron-rich, bench-stable electrophile integrates efficiently into Suzuki-Miyaura coupling reactions and serves as a key intermediate in the synthesis of bioactive heterocycles and functionalized aryl building blocks.

Application

2-Bromo-4-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling efficient Suzuki-Miyaura and Stille couplings due to its stable aryl bromide and electron-rich methoxy group. The aldehyde functionality facilitates direct functionalization or reductive amination, while the molecule exhibits excellent bench stability and ease of purification, making it well-suited for multi-step synthesis and scale-up applications.

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
Precautionary Statements : P264-P270-P301+P310-P330-P501

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Computational Chemistry Data

TPSA 26.3
LogP 2.2702
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-methoxybenzaldehyde

CAS No. 43192-31-0

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