3 One method for synthesizmg lactunes (cyche estas) involves freatig a hydnoy acid with 2-pyridmie thioly followed by refluxing. ItS. [aml H-O `애 (6) provide a complets, detailed mechenism (arow pushng must be shsan) (6) if benzene thial is used m lieu of 2-pyridme thinl, The conversm 3 much less effectnie. Eyplam hesé obsewatans.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.7: Alkylation Of Enolate Ions
Problem 12P: Why do you suppose ketone halogenations in acidic media are referred to as being acid-catalyzed,...
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a) Provide a complete detailed mechanism (arrow pushing must be shown)

 

b) If Benzenethiol is used in lieu of 2-Pryidemthiol, the conversion is much less effective. Explain those observations.  

3
One method for synthesizmg lactones (cyclue estas)
involves treatring a hydnxyacid with 2-pynidmethiolb folliwed
by refluxing.
ItS.
H-0
Ho-
OR
reflux
c6) provide a complek,
complete,
detailed mechanism
(arow pushng most be shoun)
(6) if benzene thipl is used m lieu of 2-pyridme thrnl,
The comversm B much less effecte.
öbservatrums.
Eyplam hosé
Transcribed Image Text:3 One method for synthesizmg lactones (cyclue estas) involves treatring a hydnxyacid with 2-pynidmethiolb folliwed by refluxing. ItS. H-0 Ho- OR reflux c6) provide a complek, complete, detailed mechanism (arow pushng most be shoun) (6) if benzene thipl is used m lieu of 2-pyridme thrnl, The comversm B much less effecte. öbservatrums. Eyplam hosé
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