Outline a feasible laboratory synthesis of 2-ethylcyclohexanone (shown below) starting with chlorocyclohexane (also shown below) using any available compounds or reagents. More than one reaction is required. Hint: Consider possible use of one or more of the following reagents: CH₂C(=O)-O-OH, CrO₂/H* (oxidizes 2º alcohol to ketone), CH₂ONa / HOCH, (strong base; used for E2 eliminations), any Type I organometallic compound. chlorocyclohexane CH₂CH3 2-ethylcyclohexanone

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Outline a feasible laboratory synthesis of 2-ethylcyclohexanone
(shown below) starting with chlorocyclohexane (also shown below)
using any available compounds or reagents. More than one reaction
is required.
Hint: Consider possible use of one or more of the following
reagents: CH₂C(=O)-O-OH,
CrO3/H* (oxidizes 2º alcohol to ketone), CH₂ONa/ HOCH,
(strong base; used for E2
eliminations), any Type I organometallic compound.
C1
O" a
chlorocyclohexane
CH₂CH3
2-ethylcyclohexanone
Transcribed Image Text:Outline a feasible laboratory synthesis of 2-ethylcyclohexanone (shown below) starting with chlorocyclohexane (also shown below) using any available compounds or reagents. More than one reaction is required. Hint: Consider possible use of one or more of the following reagents: CH₂C(=O)-O-OH, CrO3/H* (oxidizes 2º alcohol to ketone), CH₂ONa/ HOCH, (strong base; used for E2 eliminations), any Type I organometallic compound. C1 O" a chlorocyclohexane CH₂CH3 2-ethylcyclohexanone
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