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CS-W001157 4
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Triphenyl(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)silane

  • CAS No. 1391041-75-0

  • Cat. No. CS-0437479
  • Purity≥98%
  • MDL No.None

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

Triphenyl(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)silane|CS-0437479

Structure of 1391041-75-0

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General Information

  • CAS No. 1391041-75-0
  • Cat. No. CS-0437479
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₀H₃₁BO₂Si
  • Molecular Weight 462.46
  • Synonym(s) triphenyl[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]silane
  • SMILES CC1(C)C(C)(C)OB(C2=CC=CC([Si](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)=C2)O1

Description

Triphenyl(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)silane delivers a boronate handle flanked by three phenyl groups and a sterically protected dioxaborolane moiety. This bench-stable reagent integrates readily into Suzuki-Miyaura coupling protocols, enabling efficient C–C bond formation under standard conditions.

Application

Triphenyl(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)silane serves as a robust boron-containing building block for Suzuki-Miyaura cross-coupling reactions. Its triphenylsilane moiety enhances stability and solubility, while the pinacol boronate group enables efficient coupling with aryl halides under mild conditions. The molecule exhibits excellent functional group tolerance and facilitates the construction of biaryl scaffolds 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   3.3632
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   5

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