Question

Consider the ester benorylate (an analgesic) shown below.
The correct statement regarding the rate of base-catalyzed hydrolysis of benorylate is:

• A. a nitro group substitution at $C4$$ will increase the rate
• B. a methoxy group substitution at $C4$ will decrease the rate
• C. a nitro group substitution at $C4$ will decrease the rate
• D. a methoxy group substitution at $C4$ will increase the rate

Answer 1

Answer: (A), (B)

The correct options are
A a nitro group substitution at $C4$$ will increase the rate
B a methoxy group substitution at $C4$ will decrease the rate

For the compounds like Benorylate. E.W.G such as $N{O}_2$ increases the rate due to increase in polarity and E.R.G such as methoxy group decreases the rate due to decrease in polarity.