2-Bromo-1-chloro-3-methoxybenzene

Name: 2-Bromo-1-chloro-3-methoxybenzene
Brand: ChemScene
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CAS No. 174913-08-7
Cat. No. CS-0107590
Purity≥97%
MDL No.None

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2-Bromo-1-chloro-3-methoxybenzene|CS-0107590

Structure of 174913-08-7

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General Information

CAS No. 174913-08-7
Cat. No. CS-0107590
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrClO
Molecular Weight 221.48
Synonym(s) None
SMILES COC1=C(Br)C(Cl)=CC=C1

Description

2-Bromo-1-chloro-3-methoxybenzene features a uniquely substituted aromatic core with orthogonal halogen and methoxy functionalities, enabling selective cross-coupling reactions. The para-directed methoxy group enhances electron density at the ipso position, while the ortho-bromo and meta-chloro substituents provide regiochemical control in Pd-catalyzed transformations. This combination delivers high chemoselectivity in complex molecule assembly.

Application

2-Bromo-1-chloro-3-methoxybenzene serves as a versatile ortho-halogenated building block for palladium-catalyzed cross-coupling reactions, enabling efficient access to substituted biaryls and heterocycles. The methoxy group provides moderate electron-donating character and enhances solubility, while the complementary bromo/chloro functionality allows for selective activation in sequential coupling protocols. Bench-stable and readily purified by column chromatography, it functions reliably in standard synthetic workflows requiring halogen-directed functionalization.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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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-3-methoxybenzene

CAS No. 174913-08-7

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