CHEM 219 MODULE 5 CERTIFICATION
SCRIPT 2026 QUESTIONS WITH SOLUTIONS
GRADED A+
◍ 4-methylpentanenitrile.
Answer: name this molecule
◍ carboxylic acids.
Answer: what does the hydrolysis of nitriles create?
◍ Lithium Aluminum Hydride (LiAlH4).
Answer: what molecule can be used to reduce amides to amines?
◍ C<D<A<BC is the bulkiest therefore there is greater hinderance so it reacts
the slowest. B is a methyl halide and has less hinderance therefore it reacts
the fastest..
Answer: Rank the following substrates according to their increasing rate of
reaction in an Sn2 subsitution reaction. Briefly explain your ranking.
◍ quaternary ammonium salt.
Answer: what does a tertiary amine alkylate to?
◍ a) Aprotic, Sn2b) protic, Sn1c) aprotic, Sn2d) protic, Sn1.
Answer: Classify the following solvents as protic or aprotic. Would this
solvent enhance the rate of an Sn1 or Sn2 reaction?
◍ relatively high boiling points.
Answer: do nitriles have high or low boiling points?
◍ 1. identify substituent groups attached to the Nitrogen2. identify parent
name 3. list substituents in alpha order preceded by letter N.
Answer: when amide is substituted, how do we name them?
◍ amines.
, Answer: what can amides reduce to using lithium aluminum hydride?
◍ imine.
Answer: what is the intermediate form of nitrile?
◍ tertiary amine.
Answer: R3N
◍ amine.
Answer: ammonia + alkyl halide =
◍ Nitrile.
Answer: For the following reaction. predict what functional group the
product of the reaction would contain. Note that you are not being asked to
generate the IUPAC name of the product, simply to state what functional
group it would contain.
◍ False.
Answer: Determine if the following statement regarding substitution and
elimination mechanisms are true or falseThe first step in Sn2 or E2
mechanism is the departure of the leaving group
◍ name amine as N-substituted where largest compound = parentname other
groups as N-alkyl substituents.
Answer: naming unsymmetrically substituted 2nd and 3rd degree amines
◍ False.
Answer: Determine if the following statement regarding substitution and
elimination mechanisms are true or falseThe "1" in Sn1 means that this
mechanism occurs in a single step
◍ Diazonium Ion.
Answer: N(triple bond)N+(no NH bonds)
◍ tertiary amines do not have NH bonds to substitute an R-C=O bond for a
hydrogen.
Answer: why cant 3rd degree amines undergo nucleophilic acyl
substitution?
SCRIPT 2026 QUESTIONS WITH SOLUTIONS
GRADED A+
◍ 4-methylpentanenitrile.
Answer: name this molecule
◍ carboxylic acids.
Answer: what does the hydrolysis of nitriles create?
◍ Lithium Aluminum Hydride (LiAlH4).
Answer: what molecule can be used to reduce amides to amines?
◍ C<D<A<BC is the bulkiest therefore there is greater hinderance so it reacts
the slowest. B is a methyl halide and has less hinderance therefore it reacts
the fastest..
Answer: Rank the following substrates according to their increasing rate of
reaction in an Sn2 subsitution reaction. Briefly explain your ranking.
◍ quaternary ammonium salt.
Answer: what does a tertiary amine alkylate to?
◍ a) Aprotic, Sn2b) protic, Sn1c) aprotic, Sn2d) protic, Sn1.
Answer: Classify the following solvents as protic or aprotic. Would this
solvent enhance the rate of an Sn1 or Sn2 reaction?
◍ relatively high boiling points.
Answer: do nitriles have high or low boiling points?
◍ 1. identify substituent groups attached to the Nitrogen2. identify parent
name 3. list substituents in alpha order preceded by letter N.
Answer: when amide is substituted, how do we name them?
◍ amines.
, Answer: what can amides reduce to using lithium aluminum hydride?
◍ imine.
Answer: what is the intermediate form of nitrile?
◍ tertiary amine.
Answer: R3N
◍ amine.
Answer: ammonia + alkyl halide =
◍ Nitrile.
Answer: For the following reaction. predict what functional group the
product of the reaction would contain. Note that you are not being asked to
generate the IUPAC name of the product, simply to state what functional
group it would contain.
◍ False.
Answer: Determine if the following statement regarding substitution and
elimination mechanisms are true or falseThe first step in Sn2 or E2
mechanism is the departure of the leaving group
◍ name amine as N-substituted where largest compound = parentname other
groups as N-alkyl substituents.
Answer: naming unsymmetrically substituted 2nd and 3rd degree amines
◍ False.
Answer: Determine if the following statement regarding substitution and
elimination mechanisms are true or falseThe "1" in Sn1 means that this
mechanism occurs in a single step
◍ Diazonium Ion.
Answer: N(triple bond)N+(no NH bonds)
◍ tertiary amines do not have NH bonds to substitute an R-C=O bond for a
hydrogen.
Answer: why cant 3rd degree amines undergo nucleophilic acyl
substitution?