4-Bromo-2-chloro-1-methoxybenzene

Name: 4-Bromo-2-chloro-1-methoxybenzene
Brand: ChemScene
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CAS No. 50638-47-6
Cat. No. CS-0042026
Purity≥98%
MDL No.MFCD00128076

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Bromo-2-chloro-1-methoxybenzene|CS-0042026

Structure of 50638-47-6

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General Information

CAS No. 50638-47-6
Cat. No. CS-0042026
Purity ≥98%
MDL No. MFCD00128076
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrClO
Molecular Weight 221.48
Synonym(s) 4-Bromo-2-chloroanisole
SMILES COC1=CC=C(Br)C=C1Cl

Description

4-Bromo-2-chloro-1-methoxybenzene features a strategically positioned methoxy group that enhances solubility and directs electrophilic substitution, while the bromo and chloro substituents enable efficient cross-coupling reactions. This ortho-disubstituted aromatic scaffold serves as a robust building block in synthetic routes to bioactive compounds and functional materials.

Application

4-Bromo-2-chloro-1-methoxybenzene serves as a versatile aryl building block in cross-coupling reactions, enabling efficient construction of biaryl and heterocyclic scaffolds. Its orthogonal halogenation pattern—bromine at the para position and chlorine at the meta position relative to methoxy—facilitates sequential functionalization with high chemoselectivity. The methoxy group enhances solubility and stabilizes intermediates during catalytic transformations. This compound exhibits excellent bench stability, simplifies purification, and functions reliably in Pd-catalyzed couplings such as Suzuki-Miyaura and Stille reactions.

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-P330-P501

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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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4-Bromo-2-chloro-1-methoxybenzene

CAS No. 50638-47-6

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