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CS-W001157 4
Total: USD 88.00

(4-Methanesulfonyl-3-methylphenyl)boronic acid

  • CAS No. 1598437-51-4

  • Cat. No. CS-0177193
  • Purity≥95%
  • MDL No.MFCD27935684

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

(4-Methanesulfonyl-3-methylphenyl)boronic acid|CS-0177193

Structure of 1598437-51-4

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General Information

  • CAS No. 1598437-51-4
  • Cat. No. CS-0177193
  • Purity ≥95%
  • MDL No. MFCD27935684
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁BO₄S
  • Molecular Weight 214.05
  • Synonym(s) None
  • SMILES CC1=CC(B(O)O)=CC=C1S(=O)(C)=O

Description

This boronic acid features a methanesulfonyl group flanked by a methyl substituent on the phenyl ring, delivering enhanced stability and solubility in polar media. The electron-withdrawing sulfone moiety modulates reactivity, enabling efficient Suzuki-Miyaura coupling under mild conditions. Ideal for constructing complex aryl architectures in medicinal chemistry and materials synthesis.

Application

(4-Methanesulfonyl-3-methylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds with enhanced solubility and stability. The methanesulfonyl group provides strong electron-withdrawing character and improves functional group tolerance, while the methyl substituent offers modest steric modulation. Bench-stable and readily purified by recrystallization, it facilitates reliable access to substituted arenes 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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   -0.92168
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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