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2-(9,9''-Spirobi[fluoren]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 884336-44-1

  • Cat. No. CS-0135833
  • Purity≥97%
  • MDL No.None

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

2-(9,9''-Spirobi[fluoren]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0135833

Structure of 884336-44-1

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General Information

  • CAS No. 884336-44-1
  • Cat. No. CS-0135833
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₁H₂₇BO₂
  • Molecular Weight 442.36
  • Synonym(s) 7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9'-spirobi[fluorene]
  • SMILES CC1(C)C(C)(C)OB(C2=CC(C3(C4=C(C5=C3C=CC=C5)C=CC=C4)C6=C7C=CC=C6)=C7C=C2)O1

Description

This boronate ester features a sterically shielded tetramethyl-1,3,2-dioxaborolane ring fused to a rigid spirobi[fluorene] scaffold, delivering enhanced stability and reactivity in cross-coupling applications. The electron-rich fluorene moiety facilitates efficient palladium-catalyzed transformations under standard conditions.

Application

2-(9,9''-Spirobi[fluoren]-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a robust boronate building block for Suzuki-Miyaura cross-coupling reactions. Its spirofluorene core imparts excellent thermal and oxidative stability, while the tetramethyl-1,3,2-dioxaborolane moiety enables mild reaction conditions and high functional group tolerance. The sterically protected boron center facilitates clean coupling with aryl and heteroaryl halides, making it ideal for constructing complex biaryl architectures in pharmaceutical 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   18.46
  • LogP   6.3293
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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