Page 60 - Chemical and process design handbook

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VINYLATION

Unlike ethynylation, in which acetylene adds across a carbonyl group and
the triple bond is retained, in vinylation a labile hydrogen compound adds
to acetylene, forming a double bond.
XH + HC≡CH → CH =CHX
2
Catalytic vinylation has been applied to the manufacture of a wide range
of alcohols, phenols, thiols, carboxylic acids, and certain amines and
amides. Vinyl acetate is no longer prepared this way in many countries,
although some minor vinyl esters such as vinyl stearate may still be man-
ufactured by this route. However, the manufacture of vinyl-pyrrolidinone
and vinyl ethers still depends on acetylene as the starting material.

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