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Substituents on an aromatic ring can have several effects on electrophillic arom

ID: 885206 • Letter: S

Question

Substituents on an aromatic ring can have several effects on electrophillic aromati substitution reactions. Substituents can activate or deactivate the ring to substitution, donate or withraw electrons inductively, dontate or withdraw electrons through resonance, and direct substitution either to the ortho/para or to the meta positions. From the following lists, select the substituiets that have the indicated property. The substituiets are written -XY, where X is the atom directly bound to the aromatic ring.

Activation of the ring towards subsitution: CH3, NHCOCH3, NO2, CF3

Withdrawal of electrons through resonance: OCH3,COOH,SO3H, NH2

Ortho/Para-directed substitutions: CN, CH3, F, COOH, OH

Please explain. Thank you!

Explanation / Answer

1. -CH3

It direct substitution to the ortho/para positions by activate the ring to substitution, and donate electrons inductively.

2. -NHCOCH3

It direct substitution to the ortho/para positions by activate the ring to substitution, and donate electrons inductively.

3.

-NO2

It direct substitution to the meta position by deactivate the ring to substitution, and withdraw electrons inductively

4.

- CF3

It direct substitution to the meta position by deactivate the ring to substitution, and withdraw electrons inductively

5.

- OCH3

It direct substitution to the ortho/para positions by activate the ring to substitution, and donate electrons inductively.

6.

-COOH

It direct substitution to the meta position by deactivate the ring to substitution, and withdraw electrons inductively.

7.

- SO3H

It direct substitution to the meta position by deactivate the ring to substitution, and withdraw electrons inductively.

8.

-NH2

It direct substitution to the ortho/para positions by activate the ring to substitution, and donate electrons inductively.

9.

-CN

It direct substitution to the ortho/para positions by activate the ring to substitution, and donate electrons inductively.

10.

CH3

It direct substitution to the ortho/para positions by activate the ring to substitution, and donate electrons inductively.

11.

-F

It direct substitution to the meta position by deactivate the ring to substitution.

12.

-COOH

It direct substitution to the meta position by deactivate the ring to substitution, and withdraw electrons inductively.

13.

-OH

It direct substitution to the ortho/para positions by activate the ring to substitution, and donate electrons inductively.

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