Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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A. Show the key species in the DCC amine-carboxylic acid coupling. Use proper reaction arrows to form
intermediate #2 from intermediate #1 and for intermediate #3 going to the final product.
Cy-
HO,
amine
+
N-cy
NH2
(DCC)
Cy = cyclohexyl
an adduct from DCC and
the carboxylic acid (anhydride-like) - no
involvement of he amine yet
Intermediate #1
Intermediate #2 - the tetrab
intermediate like in any n
acyl substitution - add as
and do nothing else
Intermediate #3 - from an internal
transfer of protons in #2 that sets up
the formation of the amide and the
СуHN
NHCY
urea byproduct
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Transcribed Image Text:15 Worth Tmexe pag A. Show the key species in the DCC amine-carboxylic acid coupling. Use proper reaction arrows to form intermediate #2 from intermediate #1 and for intermediate #3 going to the final product. Cy- HO, amine + N-cy NH2 (DCC) Cy = cyclohexyl an adduct from DCC and the carboxylic acid (anhydride-like) - no involvement of he amine yet Intermediate #1 Intermediate #2 - the tetrab intermediate like in any n acyl substitution - add as and do nothing else Intermediate #3 - from an internal transfer of protons in #2 that sets up the formation of the amide and the СуHN NHCY urea byproduct
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