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Suggest possible compounds for A, B and C in the following scheme: Suggest possible compounds for A, B and C in the following scheme: A) A is Cl<sub>2</sub>, B is AlCl<sub>3</sub> and C is meta chloronitrobenzene B) A is Cl<sub>2</sub>, B is FeCl<sub>3</sub> and C is ortho chloronitrobenzene C) A is Cl<sub>2</sub>, B is FeBr<sub>3</sub> and C is meta chloronitrobenzene D) A is HCl, B is AlCl<sub>3</sub> and C is para chloronitrobenzene E) A is Cl<sub>2</sub>, B is AlBr<sub>3</sub> and C is meta chloronitrobenzene


A) A is Cl2, B is AlCl3 and C is meta chloronitrobenzene
B) A is Cl2, B is FeCl3 and C is ortho chloronitrobenzene
C) A is Cl2, B is FeBr3 and C is meta chloronitrobenzene
D) A is HCl, B is AlCl3 and C is para chloronitrobenzene
E) A is Cl2, B is AlBr3 and C is meta chloronitrobenzene

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A hydrocarbon has a molecular weight 56 g/mol and contains 85.7% carbon. It easily adds one mol of HBr to produce a chiral alkyl bromide. Which of the following structures could be our hydrocarbon?


A)
A hydrocarbon has a molecular weight 56 g/mol and contains 85.7% carbon. It easily adds one mol of HBr to produce a chiral alkyl bromide. Which of the following structures could be our hydrocarbon? A) B) C) D) E)
B)
A hydrocarbon has a molecular weight 56 g/mol and contains 85.7% carbon. It easily adds one mol of HBr to produce a chiral alkyl bromide. Which of the following structures could be our hydrocarbon? A) B) C) D) E)
C)
A hydrocarbon has a molecular weight 56 g/mol and contains 85.7% carbon. It easily adds one mol of HBr to produce a chiral alkyl bromide. Which of the following structures could be our hydrocarbon? A) B) C) D) E)
D)
A hydrocarbon has a molecular weight 56 g/mol and contains 85.7% carbon. It easily adds one mol of HBr to produce a chiral alkyl bromide. Which of the following structures could be our hydrocarbon? A) B) C) D) E)
E)
A hydrocarbon has a molecular weight 56 g/mol and contains 85.7% carbon. It easily adds one mol of HBr to produce a chiral alkyl bromide. Which of the following structures could be our hydrocarbon? A) B) C) D) E)

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Which of the following could be added across carbon-carbon multiple bonds? I. H2SO4 II. H2 III. H2O IV. NO2 V. HBr


A) II, III, and V
B) II, III, and IV
C) I, III, and V
D) I, III, and IV
E) I, II, and III

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Hyperconjugation is best described as:


A) an interaction between the orbitals on a substrate and orbitals on a nucleophile
B) an interaction between σ bonds and π network
C) a resonance structure with separated charges
D) an interaction between two π networks
E) an electrostatic interaction between an electrophile and a nucleophile

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Arrange the following alkenes according to their increasing stability: Arrange the following alkenes according to their increasing stability: A) A < B < C < D B) B < C < A < D C) B < A < C < D D) C < B < A < D E) C < A < B < D


A) A < B < C < D
B) B < C < A < D
C) B < A < C < D
D) C < B < A < D
E) C < A < B < D

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Nucleophiles are electron poor atoms, ions or groups

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Predict the major product for the reaction: CH3C≡CH + 2HBr →


A) CH3CBr2CH3
B) CH3CH2CHBr2
C) CH3CHBrCH2Br
D) CH2=CBrCH2Br
E) no reaction

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Oxidation of the following alcohol via the conditions below yields spearmint oil. What new functional group is formed in the reaction to yield spearmint? Oxidation of the following alcohol via the conditions below yields spearmint oil. What new functional group is formed in the reaction to yield spearmint? A) aldehyde B) carboxylic acid C) ketone D) amine E) ester


A) aldehyde
B) carboxylic acid
C) ketone
D) amine
E) ester

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Arrange the following carbocations in order of decreasing stability: Arrange the following carbocations in order of decreasing stability: A) A > B > C. B) C > B > A C) A > B > C D) C > A > B. E) B > A > C.


A) A > B > C.
B) C > B > A
C) A > B > C
D) C > A > B.
E) B > A > C.

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Which of the following compounds could be used as catalysts in halogenation of benzene? I. AlCl3 II. NaCl III. FeBr3 IV. MgCl2 V. PbCl2


A) I) and V)
B) II) and III)
C) II) and IV)
D) I) and III)
E) III) and V)

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Markovnikof's rule predicts that when HBr is added to an unsymmetrical alkene or alkyne, the H atom will add to which carbon atom?


A) the carbon with the fewest attached hydrogens
B) the carbon with the Br
C) the carbon with the most attached hydrogens
D) the carbon next to the double or triple bond
E) HBr does not react with unsymmetrical alkenes or alkynes.

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When (CH3) 3CBr reacts with CH3ONa in methanol, two products are formed: a major one is an alkene and minor one is an ether. Identify the two products and by what mechanism(s) they are formed?


A)
When (CH<sub>3</sub>) <sub>3</sub>CBr reacts with CH<sub>3</sub>ONa in methanol, two products are formed: a major one is an alkene and minor one is an ether. Identify the two products and by what mechanism(s) they are formed? A) B) C) D) E)
B)
When (CH<sub>3</sub>) <sub>3</sub>CBr reacts with CH<sub>3</sub>ONa in methanol, two products are formed: a major one is an alkene and minor one is an ether. Identify the two products and by what mechanism(s) they are formed? A) B) C) D) E)
C)
When (CH<sub>3</sub>) <sub>3</sub>CBr reacts with CH<sub>3</sub>ONa in methanol, two products are formed: a major one is an alkene and minor one is an ether. Identify the two products and by what mechanism(s) they are formed? A) B) C) D) E)
D)
When (CH<sub>3</sub>) <sub>3</sub>CBr reacts with CH<sub>3</sub>ONa in methanol, two products are formed: a major one is an alkene and minor one is an ether. Identify the two products and by what mechanism(s) they are formed? A) B) C) D) E)
E)
When (CH<sub>3</sub>) <sub>3</sub>CBr reacts with CH<sub>3</sub>ONa in methanol, two products are formed: a major one is an alkene and minor one is an ether. Identify the two products and by what mechanism(s) they are formed? A) B) C) D) E)

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B

The formation of isopropanol (rubbing alcohol) through the following hydrolysis is known as what type of general reaction? The formation of isopropanol (rubbing alcohol) through the following hydrolysis is known as what type of general reaction? A) oxidation B) aromatic substitution C) addition reaction D) elimination E) substitution reaction


A) oxidation
B) aromatic substitution
C) addition reaction
D) elimination
E) substitution reaction

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Suggest possible compounds for A and B in the following scheme: CH3CH2I + A → CH3CH2SH + B


A) A is HS- and B is I-
B) A is H2S and B is I2
C) A is H2S and B is HI
D) A is S2- and B is I-
E) A is H2S and B is I-

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A

Reactions between alkanes and HX compounds are typical examples of addition reactions.

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What is(are) the main product(s) of the following chlorination reaction? What is(are) the main product(s) of the following chlorination reaction? A) 3-chloro-5-cyanobenzaldehyde B) 2, 6-dichloro-3-cyanobenzaldehyde C) 2-chloro-3-cyanobenzaldehyde D) 2-chloro-3-cyanobenzaldehyde and 2-chloro-5-cyanobenzaldehyde E) B and D


A) 3-chloro-5-cyanobenzaldehyde
B) 2, 6-dichloro-3-cyanobenzaldehyde
C) 2-chloro-3-cyanobenzaldehyde
D) 2-chloro-3-cyanobenzaldehyde and 2-chloro-5-cyanobenzaldehyde
E) B and D

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The initiation step in chain reaction for alkene substitution produces:


A) free halogen radicals
B) free alkyl radicals
C) both free halogen and alkyl radicals
D) free halonium ions
E) free halide ions

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What is the main product of the following reaction? What is the main product of the following reaction? A) 1-bromopropane B) 2-bromopropane C) propyl alcohol D) 2-bromopropene E) 1-bromo-2-methylethane


A) 1-bromopropane
B) 2-bromopropane
C) propyl alcohol
D) 2-bromopropene
E) 1-bromo-2-methylethane

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Give the product(s) of the reaction: CH2=CHCH3 + HCl → product(s)


A) CH3CH2CH3 + H2
B) CH2ClCHClCH3 + H2
C) CH3CHClCH3
D) CH2ClCH2CH3
E) none of these

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C

What type of polymerization reaction occurred to produce the following polymer? What type of polymerization reaction occurred to produce the following polymer? A) step-reaction polymerization B) elimination reaction C) chain-reaction polymerization D) condensation polymerization E) propagation polymerization


A) step-reaction polymerization
B) elimination reaction
C) chain-reaction polymerization
D) condensation polymerization
E) propagation polymerization

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