2-Bromo-1-chloro-4-methoxybenzene

Name: 2-Bromo-1-chloro-4-methoxybenzene
Brand: ChemScene
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CAS No. 2732-80-1
Cat. No. CS-W007910
Purity≥98%
MDL No.MFCD00070739

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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-1-chloro-4-methoxybenzene|CS-W007910

Structure of 2732-80-1

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General Information

CAS No. 2732-80-1
Cat. No. CS-W007910
Purity ≥98%
MDL No. MFCD00070739
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrClO
Molecular Weight 221.48
Synonym(s) 3-Bromo-4-chlorophenyl methyl ether; 2-Bromo-1-chloro-4-methoxybenzene
SMILES COC1=CC=C(Cl)C(Br)=C1

Description

2-Bromo-1-chloro-4-methoxybenzene features a trifunctional aromatic core with bromo, chloro, and methoxy substituents positioned for orthogonal reactivity. This electron-rich scaffold enables selective cross-coupling under palladium catalysis, while the methoxy group enhances solubility and stability in polar reaction media.

Application

2-Bromo-1-chloro-4-methoxybenzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions. The ortho-bromo and chloro substituents enable sequential functionalization, while the methoxy group provides electronic modulation and enhanced solubility. Its bench-stable nature and compatibility with standard Suzuki, Stille, and Negishi protocols facilitate efficient construction of complex biaryl architectures in medicinal chemistry and materials synthesis.

Synthesis

Route1
- 2401-24-3
- ~%
- In-stock
  
  2732-80-1
References
- Faith et al. Journal of the American Chemical Society, 1955 , vol. 77, p. 543,546
Route2
- 10298-80-3
- ~%
- In-stock
  
  2732-80-1
References
- Faith et al. Journal of the American Chemical Society, 1955 , vol. 77, p. 543,546
Route3
- 50586-69-1
- ~%
- In-stock
  
  2732-80-1
References
- Kohn; Reichmann Journal of Organic Chemistry, 1947 , vol. 12, p. 213,215

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 9.23
LogP 3.1111
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-1-chloro-4-methoxybenzene

CAS No. 2732-80-1

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