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Organic Chemistry

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Aromatic Compounds

Question
13 out of 16
 

The earliest predictions about the structure of benzene could not completely explain some of its properties. Later it was found that benzene has a cyclic structure which is commonly represented as follows:

image\27771 ch 18 passage 1.png

These two structures are resonance structures of benzene. Benzene is also commonly represented as shown below:

image\27782 ch 18 passage 1.png

A series of reactions were conducted using benzene and other aromatic compounds.

Reaction 1

In Reaction 1, benzene was reacted with n-propyl chloride in the presence of AlCl3.

Reaction 2

Nitrobenzene was reacted with nitric acid and sulfuric acid. The reaction occurred as follows:


image\Ch 18 pass react 2.png


If phenol is reacted with bromine, the major product formed is:

image\Ch 18 Q 13.png



A
B
C
D
Ans. C The substituent -OH is an ortho/para activator. The resulting product is a bromine substitution product. The only choice that fits the reasoning is C.

image\Solutions ch 18, Q 13.png

Aromatic Compounds Flashcard List

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