Reactions of Arenes
Using the drawing pallet on the right, draw the structure
of the major organic product for the reaction shown below:

Neutral MnO4- will oxidize an aryl
side-chain containing at least one benzylic hydrogen to
give the aryl carboxylic acid.
Using the drawing pallet on the right, draw the structure
of the major organic product for the reaction shown below:

Neutral MnO4- will oxidize an aryl
side-chain containing at least one benzylic hydrogen to
give the aryl carboxylic acid.
Using the drawing pallet on the right, draw the structure
of the major organic product for the reaction shown below:

Bromine in the presence of FeBr3 will result in
the electrophilic addition of Br+ to the
aromatic ring. The methoxy group is strongly
activating and directs substitution ortho- to
itself, overwhelming the tendency of the weakly activating
methyl group to direct ortho- to itself (and
meta- to the methoxy group).
Using the drawing pallet on the right, draw the structure
of the major organic product for the reaction shown below:

HNO3 in the presence of
H2SO4 will result in the
electrophilic addition of NO2+ to the
aromatic ring. The methyl group is mildly activating
and directs substitution ortho- and para- to
itself. Excess reagent results in exhaustive nitration.
Using the drawing pallet on the right, draw the structure
of the major organic product for the reaction shown below:

HNO3 in the presence of
H2SO4 will result in the
electrophilic addition of NO2+ to the
aromatic ring. The methyl group is mildly activating and
directs substitution ortho- and para-.
Using the drawing pallet on the right, draw the structure
of the major organic product for the reaction shown below:

An acid chloride in the presence of AlCl3 will
result in the electrophilic addition of the substituted
acylium ion to the aromatic ring. The alkyl group is mildly
activating and directs substitution ortho- and
para-.
Using the drawing pallet on the right, draw the structure
of the major organic product for the reaction shown below:

HNO3 in the presence of
H2SO4 will result in the
electrophilic addition of NO2+ to the
aromatic ring. The cyano group is deactivating and directs
substitution meta-.
Using the drawing pallet on the right, draw the structure
of the major organic product for the reaction shown below:

Chlorine in the presence of FeCl3 will result in
the electrophilic addition of Cl+ to the
aromatic ring. The most powerful directing group is the
halogen, and substitution will be directed ortho-
and para- to itself. 1,2-dichloro-3-methylbenzene is
not observed due to steric hindrance.
Using the drawing pallet on the right, draw the structure
of the major organic product for the reaction shown below:

NBS/CCl4 in the presence of a "radical
initiator" will produce side-chain bromination in the
benzylic positions(s). Both mono- and di-substituted
compounds (along with poly-substituted compounds) will
likely be formed.
Using the drawing pallet on the right, draw the structure
of the major organic product for the reaction shown below.

Lithium or sodium metal dissolving in liquid ammonia will
reduce a benzene ring to a non-conjugated diene. If
electron donating substituents are present on the ring,
they will appear as substituents on the resulting alkene
carbons.
That is correct!
Sorry, that is not correct. You should modify your
structures and try again. If cis-trans-
stereochemistry is required, please make sure you have
drawn the appropriate isomer using the "wedge bonds".
Note: Nitro groups are shown
using two double-bonded oxygens
and sulfonic acids with two double-bonded
oxygens and an OH.
|
|