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CAS 51479-73-3

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O-Allyl-2,2,2-trichloroacetimidate

Description:
O-Allyl-2,2,2-trichloroacetimidate is a chemical compound characterized by its imidate functional group, which is derived from trichloroacetic acid. It features an allyl group, contributing to its reactivity and potential applications in organic synthesis, particularly in the formation of glycosyl donors. The presence of three chlorine atoms on the trichloroacetimidate moiety enhances its electrophilic character, making it a useful intermediate in various chemical reactions, including glycosylation processes. This compound is typically a colorless to pale yellow liquid and is sensitive to moisture, requiring careful handling and storage under anhydrous conditions. Its reactivity can be attributed to the electron-withdrawing nature of the trichloroacetyl group, which stabilizes the leaving group during nucleophilic attack. O-Allyl-2,2,2-trichloroacetimidate is utilized in the synthesis of complex carbohydrates and other organic molecules, showcasing its importance in the field of synthetic organic chemistry. Safety precautions should be observed due to the potential hazards associated with chlorine-containing compounds.
Formula:C5H6Cl3NO
InChI:InChI=1/C5H6Cl3NO/c1-2-3-10-4(9)5(6,7)8/h2,9H,1,3H2/b9-4-
SMILES:C=CCOC(=N)C(Cl)(Cl)Cl
Synonyms:
  • prop-2-en-1-yl (1Z)-2,2,2-trichloroethanimidoate
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