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Amides and esters can be hydrolysed using acid

or alkali. This activity will help you check that you


understand how the products of hydrolysis
depend on the conditions used.
For each of the starting materials shown in the Table, work out the structure(s) of the
product(s) formed when the ester or amide is hydrolysed under the conditions
indicated.

Amide or ester Reagent Hydrolysis product(s)

CH3CONH2 HCl

C2H5CONH2 NaOH

CH3COOC2H5 HCl

HCOOCH3 NaOH

―(NH(CH2)6NHOC(CH2)4CO)― HCl

―(NH(CH2)5NHOC(CH2)8CO)― NaOH

―(OCH2CH2OOCC6H4CO)― HCl

―(O(CH2)3OOCCO)― NaOH

―(NH(CH2)5CO)― HCl

―(OCH2CH2CO)― NaOH

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