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What is the correct name of the following compound? What is the correct name of the following compound?   A) 1-Chlorobicyclo[4.1.1]octane B) 2-Chlorobicyclo[4.1.0]octane C) 2-Chlorobicyclo[4.1.1]octane D) 2-Chlorobicyclo[4.1.1]heptane E) 5-Chlorobicyclo[4.1.1]octane


A) 1-Chlorobicyclo[4.1.1]octane
B) 2-Chlorobicyclo[4.1.0]octane
C) 2-Chlorobicyclo[4.1.1]octane
D) 2-Chlorobicyclo[4.1.1]heptane
E) 5-Chlorobicyclo[4.1.1]octane

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Which of these C10H18 isomers is predicted to be the most stable? Which of these C<sub>10</sub>H<sub>18</sub> isomers is predicted to be the most stable?   A) I B) II C) III D) IV E) V


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

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What is the index of hydrogen deficiency (or degree of unsaturation) of the following molecule? What is the index of hydrogen deficiency (or degree of unsaturation) of the following molecule?   A) 2 B) 3 C) 4 D) 5 E) 6


A) 2
B) 3
C) 4
D) 5
E) 6

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The most stable conformation of 2,3-dimethylpentane,viewed through the C-2-C-3 bond (i.e.,C-2 in the front,C-3 in the back) : The most stable conformation of 2,3-dimethylpentane,viewed through the C-2-C-3 bond (i.e.,C-2 in the front,C-3 in the back) :   A) I B) II C) III D) IV E) V


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

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A correct name for the following compound is: A correct name for the following compound is:   A) 2-Methylbicyclo[4.3.0]nonane B) 1-Methylbicyclo[4.3.1]nonane C) 7-Methylbicyclo[4.3.0]nonane D) 2-Methylbicyclo[4.3.1]nonane E) 1-Methylbicyclo[4.3.0]nonane


A) 2-Methylbicyclo[4.3.0]nonane
B) 1-Methylbicyclo[4.3.1]nonane
C) 7-Methylbicyclo[4.3.0]nonane
D) 2-Methylbicyclo[4.3.1]nonane
E) 1-Methylbicyclo[4.3.0]nonane

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Draw the Newman projection formula for the most stable conformation of the C2-C3 bond in 3-methylpentane.

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What product is formed when trans,trans-hepta-3,5-dien-1-yne is reacted with Pd/C and H2?


A) heptane 2
B) 1-heptyne
C) 1-ethylpentane
D) trans-2-heptene
E) None of these choices.

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Unknown compound X was found to absorb two equivalents of hydrogen gas when subjected to catalytic hydrogenation conditions with Pd/C,and the chemical formula of the product was determined to be C4H10.If compound X was found to have a sharp IR absorption around 3300 cm-1 determine its structure. Unknown compound X was found to absorb two equivalents of hydrogen gas when subjected to catalytic hydrogenation conditions with Pd/C,and the chemical formula of the product was determined to be C<sub>4</sub>H<sub>10</sub>.If compound X was found to have a sharp IR absorption around 3300 cm<sup>-</sup><sup>1</sup> determine its structure.

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Since the product has an IHD = 0 the com...

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Draw the bond-line structural formula corresponding to the name: trans-1,6-dichlorobicyclo[4.4.0]decane.

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What product is formed when cyclohexa-2,5-diene-1,4-diol is reacted with Pd/C and H2?


A) hexane-1,4-diol 2
B) cyclohex-2-ene-1,4-diol
C) cyclohexane-1,4-diol
D) hexane-1,4-diol
E) None of these choices.

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Which of the following pairs of compounds represent pairs of constitutional isomers?


A) 2-Methylbutane and pentane
B) 2-Chlorohexane and 3-chlorohexane
C) sec-Butyl bromide and tert-butyl bromide
D) Propyl chloride and isopropyl chloride
E) All of these choices.

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Select the reagents necessary to convert cyclopentene into cyclopentane.


A) H2 and Ni
B) H2O
C) Heat
D) Zn,H3O+
E) Light

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Eclipsed conformations are thermodynamically more unstable than staggered conformations due to steric repulsions.

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Which of the following can be described as trans isomers? Which of the following can be described as trans isomers?   A) I B) II,V C) III,IV D) I,III and IV E) None of these choices are trans isomers.


A) I
B) II,V
C) III,IV
D) I,III and IV
E) None of these choices are trans isomers.

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What product is formed when cis-2,3,3-trimethylhepta-1,5-diene is reacted with Pd/C and H2?


A) cis-5,5,6-trimethylhept-2-ene 2
B) 2,3,3-trimethylhept-1-ene
C) 5,5,6-trimethylheptane
D) 2-isopropyl-2-methylhexane
E) None of these choices.

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Provide a name for the following compound: Provide a name for the following compound:   A) 1-Hydroxy-3-sec-butylcyclopentane B) 3-sec-Butyl-1-cyclopentanol C) 1-sec-Butyl-3-cyclopentanol D) 4-sec-Butyl-1-cyclopentanol E) 3-Isobutyl-1-cyclopentanol


A) 1-Hydroxy-3-sec-butylcyclopentane
B) 3-sec-Butyl-1-cyclopentanol
C) 1-sec-Butyl-3-cyclopentanol
D) 4-sec-Butyl-1-cyclopentanol
E) 3-Isobutyl-1-cyclopentanol

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Which conformation represents the most stable conformation of trans-1-bromo-4-methylcyclohexane? Which conformation represents the most stable conformation of trans-1-bromo-4-methylcyclohexane?   A) I B) II C) III D) IV E) V


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

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What is the index of hydrogen deficiency (or degree of unsaturation) of a compound with the molecular formula of C11H20Br3F4N3O3?


A) 0
B) 1
C) 2
D) 3
E) 4

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What is a correct name for the following compound? What is a correct name for the following compound?   A) 3-Isobutyl-2-methylheptane B) 3-sec-Butyl-2-methyloctane C) 5-Isobutyl-6-methylheptane D) 2-Ethyl-3-isopropyloctane E) 4-Isopropyl-3-methylnonane


A) 3-Isobutyl-2-methylheptane
B) 3-sec-Butyl-2-methyloctane
C) 5-Isobutyl-6-methylheptane
D) 2-Ethyl-3-isopropyloctane
E) 4-Isopropyl-3-methylnonane

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Neglecting stereochemistry,which of these common group names is ambiguous,i.e.,does not refer to one specific group?


A) Butyl
B) sec-Butyl
C) tert-Pentyl
D) Neopentyl
E) sec-Pentyl

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