Methyl 4-Bromo-2-(methylsulfonyl)benzoate

Name: Methyl 4-Bromo-2-(methylsulfonyl)benzoate
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CAS No. 773134-43-3
Cat. No. CS-0130472
Purity≥98%
MDL No.None

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Methyl 4-Bromo-2-(methylsulfonyl)benzoate|CS-0130472

Structure of 773134-43-3

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Description

Methyl 4-Bromo-2-(methylsulfonyl)benzoate features a bromine atom at the para position relative to the ester group and a methylsulfonyl substituent at the ortho position, creating a uniquely activated aromatic system. This combination enables efficient palladium-catalyzed cross-coupling reactions and facilitates direct functionalization in synthetic sequences. The molecule exhibits excellent stability under standard bench conditions and integrates readily into complex molecular architectures requiring orthogonal reactivity.

Application

Methyl 4-Bromo-2-(methylsulfonyl)benzoate serves as a versatile building block in cross-coupling chemistry, enabling palladium-catalyzed reactions such as Suzuki-Miyaura and Stille couplings. The bromo group facilitates efficient C–C bond formation, while the methylsulfonyl moiety enhances solubility and provides orthogonal reactivity. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 773134-43-3
Cat. No. CS-0130472
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrO₄S
Molecular Weight 293.13
Synonym(s) Methyl 4-bromo-2-(methylsulfonyl)
SMILES O=C(C1=CC=C(C=C1S(=O)(C)=O)Br)OC

Computational Chemistry Data

TPSA 60.44
LogP 1.6392
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-Bromo-2-(methylsulfonyl)benzoate

CAS No. 773134-43-3

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