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4,4,5,5-Tetraethyl-2-(4,4,5,5-tetraethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane

  • CAS No. 2247367-07-1

  • Cat. No. CS-0650577
  • Purity≥98%
  • MDL No.None

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

4,4,5,5-Tetraethyl-2-(4,4,5,5-tetraethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane|CS-0650577

Structure of 2247367-07-1

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General Information

  • CAS No. 2247367-07-1
  • Cat. No. CS-0650577
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₄₀B₂O₄
  • Molecular Weight 366.15
  • Synonym(s) None
  • SMILES CCC1(CC)OB(B2OC(CC)(C(CC)(CC)O2)CC)OC1(CC)CC

Description

This tetraethyl-substituted dioxaborolane delivers enhanced stability and solubility in organic media, enabling efficient cross-coupling reactions under mild conditions. The sterically protected boronate moieties resist protodeboronation and hydrolysis, streamlining synthetic workflows in complex molecule assembly.

Application

4,4,5,5-Tetraethyl-2-(4,4,5,5-tetraethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane serves as a highly stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its tetraethyl substitution enhances solubility and minimizes protodeboronation, enabling reliable coupling with aryl, vinyl, and heteroaryl halides under standard conditions. The dioxaborolane core provides excellent functional group tolerance and facilitates straightforward purification, making it ideal for iterative synthesis of complex molecular architectures in medicinal chemistry and materials science.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   5.37
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   9

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