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CS-W001157 4
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4-(N,N-Dimethylsulfamoyl)phenylboronic acid

  • CAS No. 486422-59-7

  • Cat. No. CS-0041875
  • Purity≥95%
  • MDL No.MFCD06659849

*For research and further manufacturing use only, not for direct human use.

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

Structure of 486422-59-7

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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

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.

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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Computational Chemistry Data

  • TPSA   77.84
  • LogP   -1.3833
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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