1-Bromo-2-(methylsulfonyl)benzene

Name: 1-Bromo-2-(methylsulfonyl)benzene
Brand: ChemScene
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CAS No. 33951-33-6
Cat. No. CS-0067900
Purity≥98%
MDL No.MFCD07368924

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1-Bromo-2-(methylsulfonyl)benzene|CS-0067900

Structure of 33951-33-6

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Description

1-Bromo-2-(methylsulfonyl)benzene features a bromine atom and a methylsulfonyl group positioned ortho to each other on a benzene ring, enabling selective cross-coupling reactions. The electron-withdrawing sulfone moiety enhances reactivity in palladium-catalyzed transformations while maintaining stability under standard conditions. This dual functionality supports efficient synthesis of functionalized biaryls and complex molecular architectures in medicinal chemistry and materials science applications.

Application

1-Bromo-2-(methylsulfonyl)benzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, including Suzuki, Stille, and Negishi couplings. The methylsulfonyl group provides strong electron-withdrawing character and enhances solubility while maintaining excellent bench stability. Its orthogonal reactivity profile enables selective functionalization in complex molecule synthesis, making it a reliable intermediate for pharmaceutical and agrochemical scaffold development.

General Information

CAS No. 33951-33-6
Cat. No. CS-0067900
Purity ≥98%
MDL No. MFCD07368924
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrO₂S
Molecular Weight 235.10
Synonym(s) 2-Bromophenyl methyl sulfone
SMILES O=S(C1=CC=CC=C1Br)(C)=O

Computational Chemistry Data

TPSA 34.14
LogP 1.8526
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-2-(methylsulfonyl)benzene

CAS No. 33951-33-6

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