4-Bromo-2,6-dimethoxybenzaldehyde

Name: 4-Bromo-2,6-dimethoxybenzaldehyde
Brand: ChemScene
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CAS No. 1354050-38-6
Cat. No. CS-W007019
Purity≥96%
MDL No.MFCD22192498

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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+
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4-Bromo-2,6-dimethoxybenzaldehyde|CS-W007019

Structure of 1354050-38-6

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General Information

CAS No. 1354050-38-6
Cat. No. CS-W007019
Purity ≥96%
MDL No. MFCD22192498
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrO₃
Molecular Weight 245.07
Synonym(s) Benzaldehyde,4-bromo-2,6-dimethoxy
SMILES O=CC1=C(OC)C=C(Br)C=C1OC

Description

4-Bromo-2,6-dimethoxybenzaldehyde features a brominated aromatic core with two methoxy groups positioned ortho to the aldehyde, delivering enhanced electron donation and steric protection. This combination enables robust performance in cross-coupling reactions and facilitates selective functionalization under mild conditions.

Application

4-Bromo-2,6-dimethoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted heterocycles via Ullmann-type couplings and Pd-catalyzed cross-coupling reactions. The ortho-dimethoxy pattern enhances regioselectivity in electrophilic substitutions, while the aldehyde functionality provides a reliable handle for reductive amination, Schiff base formation, and further functionalization. Bench-stable and readily purified by recrystallization, it supports scalable synthesis of complex molecular architectures.

Synthesis

Route1
- In-stock
  
  20469-65-2
- 68-12-2
- ~%
- In-stock
  
  1354050-38-6
References
- Rempel, Viktor; Volz, Nicole; Hinz, Sonja; Karcz, Tadeusz; Meliciani, Irene; Nieger, Martin; Wenzel, Wolfgang; Braese, Stefan; Mueller, Christa E. Journal of Medicinal Chemistry, 2012 , vol. 55, # 18 p. 7967 - 7977

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

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Computational Chemistry Data

TPSA 35.53
LogP 2.2788
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-2,6-dimethoxybenzaldehyde

CAS No. 1354050-38-6

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