Alkynes behave quite like alkenes when it comes to carbene addition. For example, a carbene can add to an alkyne to yield a cyclopropene, as shown here. Alkynes behave differently from alkenes, however, when treated with a peroxyacid. Whereas an alkene would be converted into an epoxide by the addition of an oxygen atom, this addition product is not observed for alkynes under normal conditions. Suggest why. Hint: Pay special attention to the lone pairs. CH,N2 C=C hv RCO3H -C=C-
Alkynes behave quite like alkenes when it comes to carbene addition. For example, a carbene can add to an alkyne to yield a cyclopropene, as shown here. Alkynes behave differently from alkenes, however, when treated with a peroxyacid. Whereas an alkene would be converted into an epoxide by the addition of an oxygen atom, this addition product is not observed for alkynes under normal conditions. Suggest why. Hint: Pay special attention to the lone pairs. CH,N2 C=C hv RCO3H -C=C-
Chapter3: Mechanisms
Section: Chapter Questions
Problem 1EQ
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Transcribed Image Text:Alkynes behave quite like alkenes when it comes to
carbene addition. For example, a carbene can add to an
alkyne to yield a cyclopropene, as shown here. Alkynes
behave differently from alkenes, however, when treated
with a peroxyacid. Whereas an alkene would be
converted into an epoxide by the addition of an oxygen
atom, this addition product is not observed for alkynes
under normal conditions. Suggest why. Hint: Pay special
attention to the lone pairs.
CH,N2
C=C
hv
RCO3H
-C=C-
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