1. In electrophilic aromatic substitution, why does an amide group direct substitution to a position opposite to it on the aromatic ring?
a.) The N donates electron density to the ring by induction and destabilizes the intermediate that forms meta to it
b.) The N donates electron density to the ring by induction and stabilizes the intermediate that forms para to it
c.) The N donates electron density to the ring by resonance and destabilizes the intermediate that forms meta to it
d.) The N donates electron density to the ring by resonance and stabilizes the intermediate that forms para to it
e.) The N withdraws electron density from the ring by induction and destabilizes the intermediate that forms meta to it
2. Which of the following cannot be made by the reduction of an aldehyde or ketone with NaBH4?
a.) 1-butanol
b.) 2-butanol
c.) 1-methyl-2-butanol
d.) 2-methyl-2-butanol
e.) all these alcohols can be made by NaBH4 reduction
3. Which of the following represents the correct order in terms of boiling point?
a.) n-pentane < 1-butanol < diethyl ether < 2-butanone
b.) n-pentane < 2-butanone < diethyl ether < 1-butanol
c.) 2-butanone < n-pentane < diethyl ether < 1-butanol
d.) n-pentane < diethyl ether < 1-butanol < 2-butanone
e.) none of the above
4. Which of the following undergoes SN2 substitution with CH3O-1 most rapidly?
a.) PhCH2Br
b.) Ph3CBr
c.) PhCH2CH2Br
d.) PhBr
e.) PhCH2CH2CH2Br
5.Which of the following is true about the nitration of anisole?
a.) It proceeds more rapidly than the nitration of benzene and predominantly yields the meta product
b.) It proceeds slower than the nitration of benzene and predominantly yields the meta product
c.) It proceeds slower than the nitration of benzene and predominantly yields the ortho and para product
d.) It proceeds more rapidly than the nitration of benzene and predominantly yields the otho and para products
e.) It proceeds at the same rate as the nitration of benzene and predominantly yields the meta product