Ortho, Meta, Para Practice Problems

In the previous post, we talked about the ortho-, meta-, and para-directors in electrophilic aromatic substitution (EAS). Substituents on a benzene ring influence both the reactivity of the ring and the position where new groups enter.

  • Activating groups (such as -OH, -OCH₃, -NH₂) donate electron density into the ring, making it more reactive and directing incoming substituents to the ortho and para positions.
  • Deactivating groups (such as carbonyls, -NO₂, -CF₃, -CN) withdraw electron density, making the ring less reactive. Most of the time, this results in directing substitution to the meta position, except halogens, which are deactivating yet ortho/para-directing due to their lone-pair resonance.

 

 

Here are some practice problems on ortho, para, and meta substitution to strengthen your understanding of substitution patterns.

 

 

Practice

1.

Classify each group as an activator or deactivator for electrophilic aromatic substitution reactions and mark it as an ortho– , para– , or a meta-director.

Print the table and fill it out as shown in the example for nitrobenzene.

Answer

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2.

Identify the substituents as ortho- , para- or meta- directors and predict the major product for the following electrophilic aromatic substitution reactions:

Answer

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Solution

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3.

Show how each compound can be synthesized from benzene and any other organic or inorganic reagents.

The order of reactions is very important! So, before every step, consider the ortho– , para– , or meta directing effect of the current group on the aromatic ring.

 

a)
Answer

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b)
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c)
Answer

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d)
Answer

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e)
Answer

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f)
Answer

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g)
Answer

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h)
Answer

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i)
Answer

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Solution

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