sters can be cleaved in acidic conditions (hydrolysis) or in basic conditions (saponification), but Esters can only be made in acidic conditions (Fischer Esterification). Explain why esters cannot be formed in basic conditions. Use the structures provided below for your answer  Hint: Use Pka to think about the concept. Which one is higher pKa?

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Esters can be cleaved in acidic conditions (hydrolysis) or in basic conditions (saponification), but Esters can only be made in acidic conditions (Fischer Esterification). Explain why esters cannot be formed in basic conditions. Use the structures provided below for your answer 

Hint: Use Pka to think about the concept. Which one is higher pKa?

Hydrolysis
Saponification
1) NaOH
OCH3 H20
ОСН3 2) НCI
HO.
ОН
Fischer Esterification
Basic Esterification (not observed)
HOCH3
1) NaOCH3
*→
ОН
2) HCI
Ester is not formed
ОН
OCH3
H2SO4
Transcribed Image Text:Hydrolysis Saponification 1) NaOH OCH3 H20 ОСН3 2) НCI HO. ОН Fischer Esterification Basic Esterification (not observed) HOCH3 1) NaOCH3 *→ ОН 2) HCI Ester is not formed ОН OCH3 H2SO4
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