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CS-W001157 4
Total: USD 88.00

ALlyltriisopropylsilane

  • CAS No. 24400-84-8

  • Cat. No. CS-0158033
  • Purity≥95%
  • MDL No.MFCD00075115

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

ALlyltriisopropylsilane|CS-0158033

Structure of 24400-84-8

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General Information

  • CAS No. 24400-84-8
  • Cat. No. CS-0158033
  • Purity ≥95%
  • MDL No. MFCD00075115
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₆Si
  • Molecular Weight 198.42
  • Synonym(s) tris(1-methylethyl)(prop-2-en-1-yl)silane
  • SMILES C=CC[Si](C(C)C)(C(C)C)C(C)C

Description

Allyltriisopropylsilane serves as a robust, moisture-tolerant silylating agent featuring a terminal allyl group for subsequent cross-coupling. This bench-stable reagent integrates readily into synthetic sequences requiring silicon-directed functionalization or radical additions, offering high chemoselectivity and compatibility with diverse reaction conditions.

Application

Allyltriisopropylsilane serves as a reliable allylation reagent in synthetic organic chemistry, enabling efficient transfer of the allyl group under mild conditions. Its stability, ease of handling, and compatibility with various functional groups make it particularly valuable for C–H allylation and transition-metal-catalyzed coupling processes. The triisopropylsilyl group facilitates purification and provides excellent chemoselectivity, making this reagent a practical choice for constructing complex molecular architectures in medicinal chemistry and natural product synthesis.

Synthesis

  • Route1
    • null|null
      13154-24-0
    • null|null
      2622-05-1
    • ~89%
    • In-stock
      ALlyltriisopropylsilane|CS-0158033
      24400-84-8

    References

    • Murakami, Kei; Yorimitsu, Hideki; Oshima, Koichiro Journal of Organic Chemistry, 2009 , vol. 74, # 3 p. 1415 - 1417
  • Route2
    • null|null
      13154-24-0
    • null|null
      106-95-6
    • ~95%
    • In-stock
      ALlyltriisopropylsilane|CS-0158033
      24400-84-8

    References

    • Guptill, David M.; Cohen, Carolyn M.; Davies, Huw M. L. Organic Letters, 2013 , vol. 15, # 24 p. 6120 - 6123
  • Route3
    • null|null
      13154-24-0
    • null|null
      107-05-1
    • ~79%
    • In-stock
      ALlyltriisopropylsilane|CS-0158033
      24400-84-8

    References

    • Hagen, Gisela; Mayr, Herbert Journal of the American Chemical Society, 1991 , vol. 113, # 13 p. 4954 - 4961

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.8512
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   5

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