3. Give an explanation for the following experimental observations and accurate reaction mechanisms for each transformation: (a) exposure of 3 to a catalytic amount of NaOEt results in no reaction, but treatment of 4 under the same conditions causes isomerization to 5. 3 Me H cat. NaOEt no rx. Me H 4 cat. NaOEt Me H 5

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Chapter1: Chemical Foundations
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3.
Give an explanation for the following experimental observations and write
accurate reaction mechanisms for each transformation:
(a) exposure of 3 to a catalytic amount of NaOEt results in no reaction, but
treatment of 4 under the same conditions causes isomerization to 5.
3
Me
H
cat.
NaOEt
no rx.
cat.
$=0
NaOEt
Me
Me
H
5
Transcribed Image Text:3. Give an explanation for the following experimental observations and write accurate reaction mechanisms for each transformation: (a) exposure of 3 to a catalytic amount of NaOEt results in no reaction, but treatment of 4 under the same conditions causes isomerization to 5. 3 Me H cat. NaOEt no rx. cat. $=0 NaOEt Me Me H 5
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