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CS-W001157 4
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2-(5,6-Dihydro-1,4-dioxin-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1046811-97-5

  • Cat. No. CS-0127890
  • Molecule weight212.05
  • Purity≥95%
  • MDL No.MFCD13182121

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

2-(5,6-Dihydro-1,4-dioxin-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0127890

Structure of 1046811-97-5

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General Information

  • CAS No. 1046811-97-5
  • Cat. No. CS-0127890
  • Purity ≥95%
  • MDL No. MFCD13182121
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇BO₄
  • Molecular Weight 212.05
  • Synonym(s) 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-YL)-2,3-dihydro-1,4-dioxine
  • SMILES CC1(C)C(C)(C)OB(C2=COCCO2)O1

Description

This boronate ester features a stable 1,4-dioxin-2-yl core paired with tetramethyl-substituted dioxaborolane, enabling reliable coupling in Suzuki-Miyaura reactions. The electron-rich heterocycle enhances reactivity while maintaining bench stability and moisture tolerance under standard conditions.

Application

2-(5,6-Dihydro-1,4-dioxin-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its dioxaborolane moiety enables efficient coupling with aryl and vinyl halides under mild conditions, while the dihydrodioxin substituent provides structural rigidity and enhanced functional group tolerance. The compound exhibits excellent shelf stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

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 : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   1.506
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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