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1 | | What is the correct name of the following molecule? (12.0K) |
| | A) | 3-hexene-1-one |
| | B) | 5-cyclohexan-1-one |
| | C) | 4-cycloheptenone |
| | D) | 3-cyclohexen-1-one |
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2 | | Which of the following is neither an aldehyde nor a ketone? |
| | A) | (13.0K) |
| | B) | (11.0K) |
| | C) | (13.0K) |
| | D) | (12.0K) |
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3 | | What is the correct name of the following compound? (2.0K) |
| | A) | 1,2-dimethylhexanone |
| | B) | 1,3-dimethylheptanone |
| | C) | 1,3-dimethylhexanone |
| | D) | 3-methyl-2-heptanone |
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4 | | Predict which of the following compounds will have a lower boiling point than 1-butanal. |
| | A) | 1-butanol |
| | B) | 2-butanol |
| | C) | 1-butene |
| | D) | butanoic acid |
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5 | | Identify the molecule with the highest boiling point. |
| | A) | (11.0K) |
| | B) | (11.0K) |
| | C) | (11.0K) |
| | D) | (11.0K) |
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6 | | What is the major product of the following reaction? (16.0K) |
| | A) | (12.0K) |
| | B) | (13.0K) |
| | C) | (11.0K) |
| | D) | (13.0K) |
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7 | | Predict the product of the following reaction.
PhCH2OH + PCC (pyridinium chlorochromate) in methylene chloride → |
| | A) | benzophenone |
| | B) | benzoic acid |
| | C) | benzaldehyde |
| | D) | benzyl chloride |
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8 | | Predict the product of the following reaction.
Cyclopentanol + PCC (pyridinium chlorochromate) → |
| | A) | cyclopentane |
| | B) | cyclopentanone |
| | C) | cyclopentanaldehyde |
| | D) | cyclopentenone |
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9 | | An unknown compound on ozonolysis gives acetaldehyde and benzophenone. What is the structure of the compound? |
| | A) | 1,2-diphenylpropene |
| | B) | 1,1-diphenylpropene |
| | C) | 2-phenyl-2-hexene |
| | D) | 1,2-diphenylhexene |
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10 | | Which of the following compounds is NOT oxidized by pyridinium chlorochromate (PCC)? |
| | A) | 2-methyl-2-butanol |
| | B) | 1-pentanol |
| | C) | 2-pentanol |
| | D) | 1,3-propanediol |
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11 | | Which of the following sets of reaction conditions will give the product indicated? (13.0K) |
| | A) | (CH3O)2Ag, heat |
| | B) | CH3OH, HO , separate water |
| | C) | 1) CH3ONa, 2) MeI |
| | D) | CH3OH, H+, separate water |
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12 | | What are the starting materials needed for the following reaction? (15.0K) |
| | A) | (15.0K) |
| | B) | (15.0K) |
| | C) | (15.0K) |
| | D) | (14.0K) |
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13 | | What is the product of the following reaction? (12.0K) |
| | A) | (12.0K) |
| | B) | (13.0K) |
| | C) | (12.0K) |
| | D) | (13.0K) |
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14 | | Predict the product of the following reaction. (14.0K) |
| | A) | (14.0K) |
| | B) | (14.0K) |
| | C) | (15.0K) |
| | D) | (16.0K) |
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15 | | Consider the mechanism of the acid-catalyzed formation of cyclic acetals from ketones and diols: (14.0K) Which of the following structures does NOT represent a legitimate intermediate in this reaction? |
| | A) | (13.0K) |
| | B) | (13.0K) |
| | C) | (11.0K) |
| | D) | (14.0K) |
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16 | | What is the product of the following synthesis? (15.0K) |
| | A) | (13.0K) |
| | B) | (13.0K) |
| | C) | (15.0K) |
| | D) | (14.0K) |
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17 | | What is the product of the following reaction? (13.0K) |
| | A) | (13.0K) |
| | B) | (13.0K) |
| | C) | (13.0K) |
| | D) | (14.0K) |
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18 | | Which of the following compounds does NOT form an imine upon reaction with an amine? |
| | A) | benzaldehyde |
| | B) | benzamide |
| | C) | acetophenone |
| | D) | benzophenone |
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19 | | Which of the following compounds is an imine? |
| | A) | (15.0K) |
| | B) | (13.0K) |
| | C) | (13.0K) |
| | D) | (14.0K) |
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20 | | When benzaldehyde reacts with HCN and catalytic amounts of NaCN in ethanol, the product is |
| | A) | (11.0K) |
| | B) | (12.0K) |
| | C) | (12.0K) |
| | D) | (10.0K) |
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21 | | Which of the following compounds is a cyanohydrin? |
| | A) | (12.0K) |
| | B) | (12.0K) |
| | C) | (12.0K) |
| | D) | (12.0K) |
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22 | | What alkyl halide and carbonyl compound is best used to prepare the following alkene using the Wittig reaction? (11.0K) |
| | A) | sec-butyl bromide and propanal |
| | B) | ethyl methyl ketone and propyl bromide |
| | C) | ethyl bromide and 2-pentanone |
| | D) | ethyl bromide and 3-pentanone |
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23 | | What product forms when benzaldehyde is reacted with Ph3P=CH2 in diethyl ether? |
| | A) | 1,1,2,2-tetraphenylethene |
| | B) | acetophenone |
| | C) | benzoyl bromide |
| | D) | phenylethene |
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24 | | What ylide is needed to make 3-ethyl-3-heptene from 3-pentanone in a Wittig reaction? |
| | A) | Ph3P=CH-CH2-CH3 |
| | B) | Ph3P=CH(CH2CH3)2 |
| | C) | Ph3P=CH-CH2CH2CH3 |
| | D) | Ph3P=CH2 |
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25 | | Supply the missing reactant for the following reaction. (15.0K) |
| | A) | cyclopentanone |
| | B) | allylcyclopentane |
| | C) | cyclopentanal |
| | D) | cyclopentylacetone |
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26 | | Which of the following is the best pair of starting materials to make 3-methyl-2-pentene via a Wittig reaction? |
| | A) | acetaldehyde plus CH3(CH3CH2)C=PPh3 |
| | B) | acetaldehyde plus CH3-CH=PPh3 |
| | C) | 2-butanone plus CH3-CH=PPh3 |
| | D) | 3-pentanone plus CH3-CH=PPh3 |
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27 | | Predict the product of the following reaction.
Cyclohexanone + Pyrrolidine + Tosic acid → |
| | A) | (14.0K) |
| | B) | (14.0K) |
| | C) | (13.0K) |
| | D) | (13.0K) |
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