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CS-W001157 4
Total: USD 88.00

Phenoxathiin-4-ylboronic acid

  • CAS No. 100124-07-0

  • Cat. No. CS-0155888
  • Purity≥97%
  • MDL No.MFCD01605731

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

Phenoxathiin-4-ylboronic acid|CS-0155888

Structure of 100124-07-0

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General Information

  • CAS No. 100124-07-0
  • Cat. No. CS-0155888
  • Purity ≥97%
  • MDL No. MFCD01605731
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉BO₃S
  • Molecular Weight 244.08
  • Synonym(s) Phenoxathiin-4-boronic acid
  • SMILES C1=CC=C2C(=C1)OC3=C(C=CC=C3S2)B(O)O

Description

Phenoxathiin-4-ylboronic acid features a rigid, electron-rich phenoxathiin scaffold that enhances stability and modulates reactivity. This boronic acid integrates readily into Suzuki-Miyaura couplings, delivering complex heterocycles with high fidelity under standard conditions. The fused ring system imparts robustness to hydrolytic degradation, enabling reliable handling and extended shelf life in synthetic workflows.

Application

Phenoxathiin-4-ylboronic acid serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. Its stability under ambient conditions and compatibility with diverse functional groups facilitate straightforward synthesis of complex heterocyclic systems. The boronic acid moiety reacts reliably with aryl halides and triflates, offering predictable yields and ease of purification—ideal for medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 80, p. 193,195

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-P280-P352

Quality Control

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Computational Chemistry Data

  • TPSA   49.69
  • LogP   1.6233
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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