3-Bromo-N-(tert-butyl)benzenesulfonamide

Name: 3-Bromo-N-(tert-butyl)benzenesulfonamide
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CAS No. 308283-47-8
Cat. No. CS-0100359
Molecule weight292.19
Purity≥97%
MDL No.MFCD07363824

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3-Bromo-N-(tert-butyl)benzenesulfonamide|CS-0100359

Structure of 308283-47-8

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General Information

CAS No. 308283-47-8
Cat. No. CS-0100359
Purity ≥97%
MDL No. MFCD07363824
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₄BrNO₂S
Molecular Weight 292.19
Synonym(s) 3-Bromo-N-(tert-butyl)benzenesulphonamide
SMILES O=S(C1=CC=CC(Br)=C1)(NC(C)(C)C)=O

Description

3-Bromo-N-(tert-butyl)benzenesulfonamide features a brominated aromatic ring paired with a sterically shielded tert-butyl sulfonamide group, enabling robust coupling in cross-coupling reactions. The electron-deficient aryl bromide integrates efficiently into Suzuki-Miyaura and Buchwald-Hartwig transformations under standard conditions. This bench-stable reagent offers enhanced solubility and compatibility in synthetic workflows requiring functionalized sulfonamides.

Application

3-Bromo-N-(tert-butyl)benzenesulfonamide serves as a versatile building block in medicinal chemistry, enabling efficient introduction of both bromo and sulfonamide functionalities. The tert-butyl group provides steric protection and enhances bench stability, while the sulfonamide moiety offers hydrogen-bonding capacity and metabolic resistance. It participates reliably in palladium-catalyzed cross-coupling reactions and functions as a key intermediate in the synthesis of biologically active heterocycles and API scaffolds.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

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Computational Chemistry Data

TPSA 46.17
LogP 2.5259
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-N-(tert-butyl)benzenesulfonamide

CAS No. 308283-47-8

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