5-Bromo-2-chloro-1,3-dimethoxybenzene

Name: 5-Bromo-2-chloro-1,3-dimethoxybenzene
Brand: ChemScene
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CAS No. 427886-20-2
Cat. No. CS-0103249
Purity≥97%
MDL No.None

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5-Bromo-2-chloro-1,3-dimethoxybenzene|CS-0103249

Structure of 427886-20-2

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General Information

CAS No. 427886-20-2
Cat. No. CS-0103249
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrClO₂
Molecular Weight 251.50
Synonym(s) 1-bromo-4-chloro-3,5-dimethoxybenzene
SMILES COC1=C(Cl)C(OC)=CC(Br)=C1

Description

5-Bromo-2-chloro-1,3-dimethoxybenzene features a highly functionalized aromatic core with orthogonal halogen and methoxy substituents. This electron-deficient scaffold enables direct coupling in cross-coupling protocols and serves as a key intermediate in the synthesis of bioactive heterocycles and advanced materials.

Application

5-Bromo-2-chloro-1,3-dimethoxybenzene serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient Suzuki, Stille, or Negishi coupling, while the chloro and dimethoxy functionalities provide predictable regioselectivity and enhanced solubility. Bench-stable and amenable to purification by flash chromatography, it functions reliably in multi-step syntheses of functionalized aromatic scaffolds.

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 : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 18.46
LogP 3.1197
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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5-Bromo-2-chloro-1,3-dimethoxybenzene

CAS No. 427886-20-2

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