P9.8: The reaction below proceeds with a direct attack by a water molecule on the substrate, but the hydrolysis could be expected to proceed through two possible mechanisms. Draw two possible mechanisms for the reaction run in H182OH218O. Trace the progress of the 180180 'label' throughout each mechanism to see where it ends up: this should indicate to you how the two mechanisms could be (and in fact were!) distinguished experimentally. ADP OP H2O AMP HO HO НО OH ОН

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
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P9.8: The reaction below proceeds with a direct
attack by a water molecule on the substrate, but
the hydrolysis could be expected to proceed
through two possible mechanisms. Draw two
possible mechanisms for the reaction run in
H182OH218O. Trace the progress of the 180180
'label' throughout each mechanism to see where it
ends up: this should indicate to you how the two
mechanisms could be (and in fact were!)
distinguished experimentally.
ADP
OP
H2O
АMP
„OH
HO"
НО
OH
НО
ОН
Transcribed Image Text:P9.8: The reaction below proceeds with a direct attack by a water molecule on the substrate, but the hydrolysis could be expected to proceed through two possible mechanisms. Draw two possible mechanisms for the reaction run in H182OH218O. Trace the progress of the 180180 'label' throughout each mechanism to see where it ends up: this should indicate to you how the two mechanisms could be (and in fact were!) distinguished experimentally. ADP OP H2O АMP „OH HO" НО OH НО ОН
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