16.46 Rank the following compounds in order of increasing reactivity in electrophilic bromination. In each case, indi- cate whether the principal monobromination products will be the ortho and para isomers or the meta isomer, and whether the compound will be more or less reactive than benzene. Explain carefully the points that cause any uncertainty. N(CH3)3 deact CH,N(CH3)3 A meta N(CH,)2 -CH3 act act

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
Section16.SE: Something Extra
Problem 25VC: The following molecular model of a dimethyl-substituted biphenyl represents the lowest-energy...
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Question 16.46

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16.46 Rank the following compounds in order of increasing
reactivity in electrophilic bromination. In each case, indi-
cate whether the principal monobromination products
will be the ortho and para isomers or the meta isomer,
and whether the compound will be more or less reactive
than benzene. Explain carefully the points that cause any
uncertainty.
the
ху-
the
nan
-CH,N(CH,),
N(CH3)3
deact
A meta
В
ng
agents.
N(CH,),
CH3
act
act
ol P
D
Transcribed Image Text:s on 16.46 Rank the following compounds in order of increasing reactivity in electrophilic bromination. In each case, indi- cate whether the principal monobromination products will be the ortho and para isomers or the meta isomer, and whether the compound will be more or less reactive than benzene. Explain carefully the points that cause any uncertainty. the ху- the nan -CH,N(CH,), N(CH3)3 deact A meta В ng agents. N(CH,), CH3 act act ol P D
Expert Solution
Step 1

The availability of lone pairs on N-atom makes it more reactive while the presence of positive charge on N-atom will inactivates the ring for electrophilic type of substitution.

The activated groups will generally direct the electrophile to para and ortho positions.

 

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