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CS-W001157 4
Total: USD 88.00

(4-(Methylsulfinyl)phenyl)boronic acid

  • CAS No. 166386-48-7

  • Cat. No. CS-0176168
  • Purity≥96%
  • MDL No.MFCD02093071

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

(4-(Methylsulfinyl)phenyl)boronic acid|CS-0176168

Structure of 166386-48-7

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General Information

  • CAS No. 166386-48-7
  • Cat. No. CS-0176168
  • Purity ≥96%
  • MDL No. MFCD02093071
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉BO₃S
  • Molecular Weight 184.03
  • Synonym(s) 4-METHANESULPHINYLPHENYLBORONIC ACID
  • SMILES CS(C1=CC=C(B(O)O)C=C1)=O

Description

This boronic acid features a methylsulfinyl group at the para position, enhancing solubility and stability under ambient conditions. The pendant boronate moiety enables efficient Suzuki-Miyaura cross-coupling reactions, delivering arylated products with high fidelity. Designed for robust performance in synthetic workflows requiring moisture-tolerant reagents.

Application

(4-(Methylsulfinyl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The methylsulfinyl group provides moderate electronic modulation and enhances solubility, while the boronic acid functionality offers excellent stability and compatibility with diverse functional groups. Its bench-stable nature and straightforward purification make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Marom, Hanit; Antonov, Svetlana; Popowski, Yanay; Gozin, Michael Journal of Organic Chemistry, 2011 , vol. 76, # 13 p. 5240 - 5246

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   -0.8962
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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