Homework 4 1. The optically active dichlorophenylcyclobutenone 1 undergoes racemization in acetic acid at 100 °C. The enol (a hydroxycyclobutadiene) may be an intermediate in the racemization process. Show how a deuterium exchange reaction using deuterated acetic acid (CD3COOD) would support the enol is an intermediate in the racemization process. Ph, CI Ph. CI Ph, CI Ph. CI CH3COOH CIE CI H 1 HO, racemic mixture optically active

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Homework 4
1. The optically active dichlorophenylcyclobutenone 1 undergoes racemization in acetic acid
at 100 °C. The enol (a hydroxycyclobutadiene) may be an intermediate in the racemization
process. Show how a deuterium exchange reaction using deuterated acetic acid
(CD3COOD) would support the enol is an intermediate in the racemization process.
Ph.
Ph.
CI
Ph
CI
Ph.
CI
CH3COOH
CI
H.
CI
CI
HO
H.
racemic mixture
optically active
Transcribed Image Text:Homework 4 1. The optically active dichlorophenylcyclobutenone 1 undergoes racemization in acetic acid at 100 °C. The enol (a hydroxycyclobutadiene) may be an intermediate in the racemization process. Show how a deuterium exchange reaction using deuterated acetic acid (CD3COOD) would support the enol is an intermediate in the racemization process. Ph. Ph. CI Ph CI Ph. CI CH3COOH CI H. CI CI HO H. racemic mixture optically active
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