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tert-Butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane

  • CAS No. 350498-98-5

  • Cat. No. CS-0256079
  • Purity≥95%
  • MDL No.MFCD22188424

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

tert-Butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane|CS-0256079

Structure of 350498-98-5

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General Information

  • CAS No. 350498-98-5
  • Cat. No. CS-0256079
  • Purity ≥95%
  • MDL No. MFCD22188424
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₃₁BO₃Si
  • Molecular Weight 298.30
  • Synonym(s) tert-butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane(WXC09718)
  • SMILES CC1(C)C(C)(C)OB(C(CO[Si](C)(C(C)(C)C)C)=C)O1

Description

tert-Butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane delivers a stable, moisture-tolerant boronate handle tethered via a flexible allyl linker. This reagent integrates seamlessly into palladium-catalyzed cross-coupling workflows, enabling efficient C–C bond formation under mild conditions. The bulky silyl group enhances shelf stability and simplifies purification.

Application

tert-Butyldimethyl((2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)oxy)silane serves as a stable, bench-ready allylboron building block for palladium-catalyzed cross-coupling reactions. Its orthogonally protected allylic ether functionality enables selective functionalization in complex molecule synthesis, offering excellent compatibility with diverse reaction conditions and facilitating straightforward purification due to low polarity and robust stability under standard handling.

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   27.69
  • LogP   4.1958
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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