This reaction is an example of conjugate addition of a nucleophile to an a,ß-unsaturated carbonyl. 0 CH3CH2CH2CH=CHCSCOA H₂O 0 OH CH3CH2CH2CHCH2CSCOA Draw the two resonance structures of the enolate anion intermediate for this reaction. • Draw an R1 group in place of CoA. The R group tool is located in the charges and lone pairs drop-down menu. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate resonance structures using the symbol from the drop-down menu. ▼

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter24: Carboxylic Acids & Derivatives
Section: Chapter Questions
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This reaction is an example of conjugate addition of a nucleophile to an a,ẞ-unsaturated carbonyl.
O
CH3CH2CH2CH=CHCSCOA
H₂O
OH
CH3CH2CH2CHCH2CSCOA
Draw the two resonance structures of the enolate anion intermediate for this reaction.
• Draw an R1 group in place of COA. The R group tool is located in the charges and lone pairs drop-down menu.
• Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner.
• Separate resonance structures using the symbol from the drop-down menu.
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90-87
O
+
?
ChemDoodle
>
Transcribed Image Text:This reaction is an example of conjugate addition of a nucleophile to an a,ẞ-unsaturated carbonyl. O CH3CH2CH2CH=CHCSCOA H₂O OH CH3CH2CH2CHCH2CSCOA Draw the two resonance structures of the enolate anion intermediate for this reaction. • Draw an R1 group in place of COA. The R group tool is located in the charges and lone pairs drop-down menu. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate resonance structures using the symbol from the drop-down menu. ->> 90-87 O + ? ChemDoodle >
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