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Chapter 18: 22 P (page 704)

Draw the products formed when each compound is treated with HNO3 and H2SO4.

Short Answer

Expert verified

To draw the product of reaction with these disubstituted benzene derivatives,HNO3 and , H2SO4,remember the following points:

  • If two directing effects reinforce each other, the new substituent will be in the position reinforced by both.
  • If the directing effects oppose each other, the stronger activator wins.
  • No substitution occurs between two meta substituents.

Step by step solution

01

Friedel-Craft reaction

To draw the product of reaction with these disubstituted benzene derivatives,HNO3 and , H2SO4,remember the following points:

  • If two directing effects reinforce each other, the new substituent will be in the position reinforced by both.
  • If the directing effects oppose each other, the stronger activator wins.
  • No substitution occurs between two meta substituents.
02

Ortho-para and meta directing groups

The ortho and para directing groups are -OH, OR, R (alkyl group), Cl, and groups containing lone pair of electrons.

The meta-directing groups are NO2, -COCl, -CO, -CHO, etc.

03

Explanation

a. The nitration of the given compound results in the substitution of the nitro group at ortho with respect to the methoxy group.


b. The nitration of the given compound results in the substitution of the nitro group at ortho with respect to the Br group.


c. The nitration of the given compound results in the substitution of the nitro group at ortho with respect to the methyl group.


d. The nitration of the given compound results in the substitution of the nitro group at ortho with respect to the Cl and para with respect to the Br group.


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Most popular questions from this chapter

Draw a detailed mechanism for the chlorination of benzene using Cl2andFeCl3 .

What products are formed when benzene is treated with each alkyl chloride and AlCl3?

Rank the following compounds in order of increasing reactivity in electrophilic aromatic substitution.

Classify each substituent as electron donating or electron withdrawing.

Draw the products formed when phenol ( C6H5OH) is treated with each set of reagents.

a. [1] HNO3, H2SO4; [2] Sn, HCl

b. [1] CH3CH22COCl,AlCl3; [2] Zn(Hg), HCl

c. [1] CH3CH2Cl,AlCl3; [2]Br2,h谓

d. [1] CH32CHCl,AlCl3; [2] KMnO4
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