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CS-W001157 4
Total: USD 88.00

Ethyl 2-(trimethylsilyl)acetate

  • CAS No. 4071-88-9

  • Cat. No. CS-W016151
  • Purity≥97%
  • MDL No.MFCD00009172

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

Ethyl 2-(trimethylsilyl)acetate|CS-W016151

Structure of 4071-88-9

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General Information

  • CAS No. 4071-88-9
  • Cat. No. CS-W016151
  • Purity ≥97%
  • MDL No. MFCD00009172
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₆O₂Si
  • Molecular Weight 160.29
  • Synonym(s) Trimethylsilyl)acetic acid ethyl ester
  • SMILES O=C(OCC)C[Si](C)(C)C

Description

Ethyl 2-(trimethylsilyl)acetate serves as a key synthon in organosilicon chemistry, featuring a silyl-protected enolizable carbon center. This bench-stable reagent enables direct C–C bond formation via nucleophilic addition or metal-catalyzed coupling, with the trimethylsilyl group providing excellent regiocontrol and moisture tolerance during reaction setup.

Application

Ethyl 2-(trimethylsilyl)acetate serves as a stable, bench-ready synthon for introducing the (trimethylsilyl)methyl group in synthetic sequences. It functions as a masked acetaldehyde equivalent, enabling selective alkylation and subsequent desilylation to access α-alkylated carbonyl compounds. Its compatibility with a broad range of reaction conditions—particularly in nucleophilic additions and cross-coupling protocols—makes it a valuable building block for complex molecule synthesis.

Synthesis

  • Route1
    • null|null
      75-77-4
    • null|null
      105-36-2
    • ~89%
    • In-stock
      Ethyl 2-(trimethylsilyl)acetate|CS-W016151
      4071-88-9

    References

    • Albaugh-Robertson, Pamela; Katzenellenbogen, John A. Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5288 - 5302
  • Route2
    • null|null
      13170-43-9
    • null|null
      541-41-3
    • ~74%
    • In-stock
      Ethyl 2-(trimethylsilyl)acetate|CS-W016151
      4071-88-9

    References

    • Gold; Sommer; Whitmore Journal of the American Chemical Society, 1948 , vol. 70, p. 2874 Full Text View citing articles Show Details Gmelin Handbook: Si: MVol.C, 4, page 14 - 18
  • Route3
    • null|null
      75-77-4
    • null|null
      141-78-6
    • ~27%
    • In-stock
      Ethyl 2-(trimethylsilyl)acetate|CS-W016151
      4071-88-9

    References

    • Hance; Hauser Journal of the American Chemical Society, 1953 , vol. 75, p. 994

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Warning
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.8877
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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