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Trimethyl(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane

  • CAS No. 134695-74-2

  • Cat. No. CS-0444942
  • Purity≥97%
  • MDL No.None

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

Trimethyl(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane|CS-0444942

Structure of 134695-74-2

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General Information

  • CAS No. 134695-74-2
  • Cat. No. CS-0444942
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₂Si
  • Molecular Weight 194.39
  • Synonym(s) 2,3,4,5-Tetramethylcyclopentadien-1-yltrimethylsilane
  • SMILES CC1=C(C)C(C(=C1C)C)[Si](C)(C)C

Description

Trimethyl(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane features a sterically shielded cyclopentadienyl core with four methyl substituents enhancing stability and solubility. The trimethylsilyl group enables facile introduction into organic frameworks under mild conditions, offering robust protection and efficient downstream functionalization. This reagent integrates readily into synthetic sequences requiring electron-rich, bench-stable intermediates.

Application

Trimethyl(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane serves as a stable, bench-friendly silyl protecting group precursor for cyclopentadienyl derivatives. Its sterically shielded silane functionality enables reliable deprotection under mild conditions while maintaining compatibility with a range of functional groups. The tetramethyl-substituted cyclopentadienyl core provides enhanced thermal stability and facilitates subsequent transition-metal-catalyzed coupling reactions, making it a practical building block for organometallic synthesis and catalytic scaffold construction.

Synthesis

  • Route1

    References

    • Canadian Journal of Chemistry, , vol. 69, # 4 p. 661 - 672
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    • In-stock
      Trimethyl(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane|CS-0444942
      134695-74-2

    References

    • Canadian Journal of Chemistry, , vol. 69, # 4 p. 661 - 672
  • Route3
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      75-77-4
    • In-stock
      1,2,3,4-Tetramethyl-1,3-cyclopentadiene|CS-0204368
      4249-10-9
    • ~%
    • In-stock
      Trimethyl(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)silane|CS-0444942
      134695-74-2

    References

    • Canadian Journal of Chemistry, , vol. 69, # 4 p. 661 - 672

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.3812
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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