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CS-W001157 4
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2,4,6-Triphenyl-1,3,5,2,4,6-trioxatriborinane

  • CAS No. 3262-89-3

  • Cat. No. CS-0120036
  • Purity≥98%
  • MDL No.MFCD00014587

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

2,4,6-Triphenyl-1,3,5,2,4,6-trioxatriborinane|CS-0120036

Structure of 3262-89-3

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General Information

  • CAS No. 3262-89-3
  • Cat. No. CS-0120036
  • Purity ≥98%
  • MDL No. MFCD00014587
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₅B₃O₃
  • Molecular Weight 311.74
  • Synonym(s) Triphenylboroxin
  • SMILES B1(C2=CC=CC=C2)OB(C3=CC=CC=C3)OB(C4=CC=CC=C4)O1

Description

This trioxatriborinane features three phenyl rings conjugated to a B₃O₃ heterocycle, delivering exceptional stability and moisture tolerance. The electron-deficient boron centers enable efficient coupling in cross-coupling reactions, while the rigid aromatic framework enhances regioselectivity. Designed for synthetic applications requiring bench-stable boron reagents, it integrates readily into complex molecule assembly workflows.

Application

2,4,6-Triphenyl-1,3,5,2,4,6-trioxatriborinane serves as a stable, bench-ready boron source for Suzuki-Miyaura cross-coupling reactions. Its triphenyl substitution enhances solubility and air stability, enabling reliable coupling with aryl and heteroaryl halides under mild conditions. Functions as a versatile building block in the synthesis of biaryls and complex scaffolds, offering predictable reactivity and straightforward purification.

Synthesis

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      2,4,6-Triphenyl-1,3,5,2,4,6-trioxatriborinane|CS-0120036
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    References

    • Rivera, Jose Maria; Rincon, Susana; Farfan, Norberto; Santillan, Rosa Journal of Organometallic Chemistry, 2011 , vol. 696, # 11-12 p. 2420 - 2428
  • Route2

    References

    • Huang, Ping; Jiang, Zhi; Chen, Guoxiang; Zhu, Yan; Sun, Yuhan Journal of Nanoscience and Nanotechnology, 2013 , vol. 13, # 7 p. 5088 - 5092
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 79, p. 5194

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-P302+P352-P304+P340

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Computational Chemistry Data

  • TPSA   27.69
  • LogP   1.236
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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