Quiz 3 – Q1

Which of the following compounds would

most likely be used in Friedel-Craft
reaction without skeletal rearrangement?
(A) (CH3)2CHCOCl
(B) (CH3)2CHCH2Cl
(C) (CH3)2CHCH2Br
(D) CH3CH2CH2CH2Cl
 Quiz 3 – Q2
Which of the following compounds will
undergo Friedel-Crafts alkylation with
(CH3)3CCl and AlCl3 most rapidly?
(A) Toluene (C6H5-CH3)
(B) Iodobenzene (C6H5-I)
(C) Benzenesulfonic acid (C6H5-SO3H)
(D) Cyanobenzene (C6H5-CN)
 Quiz 3 – Q3
In electrophilic aromatic substitution reactions
the hydroxyl group is an o,p-director because
it donates electron density to the ring by
_______ and stabilizes ______ transition
state(s).
(A) induction; ortho and para
(B) resonance; meta
(C) resonance; ortho and para
(D) induction; meta
 Quiz 3 – Q4
In the addition of an electrophile to
acetophenone (C6H5-CO-CH3), we expect that
the _______ positions are more _______ for
the attack by the electrophile.
(A) ortho, para; activated
(B) meta; activated
(C) ortho, para; deactivated
(D) meta; deactivated
 Quiz 3 – Q5
Which of the following is an intermediate when
1,2-dibromo-4-nitrobenzene is heated with NaOH
in a nucleophilic aromatic substitution reaction?
(A) (B) (C) (D)