Problem: For each of the following, choose the best answer (give the letter).   (i) Which one has the smaller heat of hydrogenation: (a) 1-methylcyclohexene or (b) 3-methylcyclohexene? (ii) Which one has the larger heat of combustion: (a) (E)-cyclononene or (b) (Z)-cyclononene? (iii) Which one is a concerted reaction: (a) acid-catalyzed dehydration of an alcohol; (b) reaction of a tertiary alkyl chloride with potassium tert-butoxide; or (c) addition of Cl 2 to an alkene? (iv) Which one is thermodynamically more stable: (a) isobutyl radical or (b) tert-butyl radical? (v) Which one is the rate law for an E2 reaction of an alkyl halide: (a) rate = k[RX] or (b) rate = k[RX][base]? (vi) The major product of the reaction of methylcyclopentane with Br 2 in the presence of heat and light is which of the following type of alkyl bromide: (a) primary; (b) secondary; or (c) tertiary? (vii) The major product of the reaction of 1-pentene with HBr in the presence of peroxides and heat is formed via which of the following: (a) a secondary carbocation; (b) a secondary radical; or (c) a secondary carbanion? (viii) Stereoisomers that are not mirror images of each other and are not superimposable are: (a) diastereomers; (b) enantiomers; (c) conformers; (d) polymers. 

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For each of the following, choose the best answer (give the letter).

(i) Which one has the smaller heat of hydrogenation: (a) 1-methylcyclohexene or (b) 3-methylcyclohexene?

(ii) Which one has the larger heat of combustion: (a) (E)-cyclononene or (b) (Z)-cyclononene?

(iii) Which one is a concerted reaction: (a) acid-catalyzed dehydration of an alcohol; (b) reaction of a tertiary alkyl chloride

with potassium tert-butoxide; or (c) addition of Cl 2 to an alkene?

(iv) Which one is thermodynamically more stable: (a) isobutyl radical or (b) tert-butyl radical?

(v) Which one is the rate law for an E2 reaction of an alkyl halide: (a) rate = k[RX] or (b) rate = k[RX][base]?

(vi) The major product of the reaction of methylcyclopentane with Br 2 in the presence of heat and light is which of

the following type of alkyl bromide: (a) primary; (b) secondary; or (c) tertiary?

(vii) The major product of the reaction of 1-pentene with HBr in the presence of peroxides and heat is formed via which of

the following: (a) a secondary carbocation; (b) a secondary radical; or (c) a secondary carbanion?

(viii) Stereoisomers that are not mirror images of each other and are not superimposable are:

(a) diastereomers; (b) enantiomers; (c) conformers; (d) polymers. 

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Based on our data, we think this problem is relevant for Professor Bindell's class at UCF.