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

  • CAS No. 185990-03-8

  • Cat. No. CS-0038792
  • Purity≥90%
  • MDL No.None

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

Dimethyl-phenyl-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane|CS-0038792

Structure of 185990-03-8

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General Information

  • CAS No. 185990-03-8
  • Cat. No. CS-0038792
  • Purity ≥90%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₃BO₂Si
  • Molecular Weight 262.23
  • Synonym(s) dimethyl(phenyl)(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane
  • SMILES CC1(C)C(C)(C)OB(O1)[Si](C)(C)C2=CC=CC=C2

Application

Dimethyl-phenyl-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane serves as a stable, bench-ready boron reagent for Suzuki-Miyaura cross-coupling reactions. Its tetramethyl-substituted dioxaborolane moiety enhances air and moisture stability while maintaining high reactivity with aryl halides and pseudohalides. The phenylsilane group enables orthogonal functionalization in complex molecule synthesis, offering excellent functional group tolerance and straightforward purification via standard chromatography or extraction techniques.

Synthesis

  • Route1
    • null|null
      61676-62-8
    • null|null
      768-33-2
    • ~77%
    • In-stock
      Dimethyl-phenyl-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane|CS-0038792
      185990-03-8

    References

    • Chemistry - A European Journal, , vol. 16, # 36 p. 10980 - 10983
  • Route2
    • null|null
      768-33-2
    • null|null
      25015-63-8
    • ~93%
    • In-stock
      Dimethyl-phenyl-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane|CS-0038792
      185990-03-8

    References

    • Chemistry - A European Journal, , vol. 19, # 9 p. 3204 - 3214
  • Route3
    • In-stock
      2,3-Dimethylbutane-2,3-diol|CS-0015356
      76-09-5
    • null|null
      166329-94-8
    • ~81%
    • In-stock
      Dimethyl-phenyl-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane|CS-0038792
      185990-03-8

    References

    • Tetrahedron, , vol. 55, # 29 p. 8787 - 8800

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.7726
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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