Mechanism 22.2 Dehydration of ẞ-Hydroxy Carbonyl Compounds with Base H :0: :OH :O: COH H :0: H :OH H + H₂Ö: H :0: :ÖH resonance-stabilized enolate Mechanism 22.2 The Retro-Aldol Reaction H :0: :0: :0: + :OH bun :0: α H-OH :0: H UB Η H H enolate 3 nochno tyne + H₂O: H :0: + :OH
Mechanism 22.2 Dehydration of ẞ-Hydroxy Carbonyl Compounds with Base H :0: :OH :O: COH H :0: H :OH H + H₂Ö: H :0: :ÖH resonance-stabilized enolate Mechanism 22.2 The Retro-Aldol Reaction H :0: :0: :0: + :OH bun :0: α H-OH :0: H UB Η H H enolate 3 nochno tyne + H₂O: H :0: + :OH
Chapter24: Amines And Heterocycles
Section24.SE: Something Extra
Problem 75AP
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These two reactions appear to start with the same starting materials but result in different products. How do the chemicals know which product to form? Are both products formed, or is there some information missing that will direct them a particular way?
Transcribed Image Text:Mechanism 22.2 Dehydration of ẞ-Hydroxy Carbonyl
Compounds with Base
H
:0: :OH
:O: COH
H
:0:
H
:OH
H
+
H₂Ö:
H
:0: :ÖH
resonance-stabilized enolate
Mechanism 22.2 The Retro-Aldol Reaction
H
:0:
:0:
:0:
+ :OH
bun
:0:
α
H-OH
:0:
H
UB
Η
H
H
enolate
3
nochno tyne
+ H₂O:
H
:0:
+
:OH
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