Organic Chemistry Exam 2 Test Answers – Flashcards

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question
Which of these is the rate-determining step in the nitration of benzene?
answer
Addition of the nitronium to benzene to produce the arenium ion.
question
In electrophilic aromatic substitution, the attacking species (electrophile) necessarily is a
answer
lewis acid
question
the electrophilic bromination or chlorination of benzene requires, in addition to the halogen :
answer
a lewis acid
question
Which of these liquids would be unsuitable as an inert solvent for a friedel-crafts reaction ?
answer
chlorobenzene
question
Undesired Polysubstitution of an aromatic nucleus is most likely to be encountered in the case of ?
answer
friedel-crafts alkylation
question
this molecule does not normally participate as a reactant in friedel-crafts reaction ?
answer
nitrobenzene
question
which one of these molecules can be a reactant in a Friedel-Crafts reaction?
answer
Bromobenzene
question
a mixture of chlorobenzene (1m0l) and acetanilide (1mol) is allowed to react with bra (0.5), what is the principle product of the competing reactions ?
answer
4-Bromoacetanilide
question
what might be predicted to happen when the following substances undergoes friedel-crafts acylation ?
answer
substitution occurs in Ring B, p-to the methylene group.
question
Which of the following is not a meta-directing substituent when present on the benzene ring ?
answer
-NHCOCH3
question
which of the following is not an ortho-para director in electrophilic aromatic substation ?
answer
-CF3
question
what is the best prediction of the site of substitution when 3 methyl phenol is nitrated ?
answer
c-4 and c-6
question
trifluoromethyl benzene, C6H5CF3 will
answer
nitrate slowly in the meta position
question
which of these compounds give essential a single product on electrophilic substitution of a third group ?
answer
m-xylene
question
which of the following compounds would you expect to be most reactive toward ring nitration ?
answer
m-xylene
question
what is a feature found in all ortho-para directing groups ?
answer
the group has the ability to delocalize the positive charge of the arenium ion.
question
what feature is common to all meta directing groups ?
answer
the atom directly attached to the ring has a full or well developed partial positive charge.
question
This substituent deactivates the benzene ring towards electrophilic substitution but directs the incoming group chiefly to the ortho and para positions.
answer
-F
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