4-(N,N-Dimethylsulfamoyl)phenylboronic acid

CAS No. 486422-59-7
Cat. No. CS-0041875
Purity≥95%
MDL No.MFCD06659849

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4-(N,N-Dimethylsulfamoyl)phenylboronic acid|CS-0041875

Structure of 486422-59-7

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Description

4-(N,N-Dimethylsulfamoyl)phenylboronic acid features a boronic acid group conjugated to a para-substituted phenyl ring bearing a strongly electron-withdrawing dimethylsulfamoyl moiety. This electronic configuration enhances boronate stability and reactivity in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The dimethylsulfamoyl group improves solubility and metabolic resistance, facilitating use in complex molecule synthesis.

Application

4-(N,N-Dimethylsulfamoyl)phenylboronic acid serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. The dimethylsulfamoyl group imparts enhanced stability and solubility while maintaining compatibility with diverse reaction conditions, facilitating straightforward purification and broad functional group tolerance in medicinal chemistry and materials synthesis.

General Information

CAS No. 486422-59-7
Cat. No. CS-0041875
Purity ≥95%
MDL No. MFCD06659849
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₂BNO₄S
Molecular Weight 229.06
Synonym(s) N,N-DIMETHYL 4-BORONOBENZENESULFONAMIDE
SMILES OB(C1=CC=C(S(=O)(N(C)C)=O)C=C1)O

Computational Chemistry Data

TPSA 77.84
LogP -1.3833
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 3

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(N,N-Dimethylsulfamoyl)phenylboronic acid

CAS No. 486422-59-7

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