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Chapter 10: 4

4) Complete the mechanism for the acid-catalyzed tautomerization reaction. Use curved arrows (,'-r)where necessary to show movement of electrons. Fill-in the empty boxes.

,6'H Ll

Ai\,'g?* +\-,

A Cation

fa#l*-) L)

roT- "

H!ci,t

H

A CationR e+enn ul\ Le-- 5tt n c-+*"-*

5) Complete the mechanism for the base-catalyzed tautomerization reaction. Use curved arrows (,^r)where necessary to show movement of electrons. Fill-in the empty boxes.

l*--*-l *u*l* I '-

rli

(-J-

-h

:o:

0H

*'#*

An Anion

t{ {"

t.--J

^ \4"/lJr{dz**-=-

".,r't*r -\LJ

:o:

0H:6' +..o

walker

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