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1 | | Determine the double bond stereochemistry (E or Z) for the following molecules.
(14.0K) |
| | A) | A: E; B: E |
| | B) | A: Z; B: Z |
| | C) | A: E; B: Z |
| | D) | A: Z; B: E |
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2 | | Determine the double bond stereochemistry (E or Z) for the following molecules. (12.0K) |
| | A) | A: E; B: E |
| | B) | A: Z; B: Z |
| | C) | A: E; B: Z |
| | D) | A: Z; B: E |
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3 | | What is the IUPAC name of the following compound? (11.0K) |
| | A) | trans-2-methyl-3-pentene |
| | B) | (Z)-4-methyl-2-pentene |
| | C) | (E)-4-methyl-2-pentene |
| | D) | cis-3-hexene |
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4 | | What is the IUPAC name of the following compound? (13.0K) |
| | A) | (Z)-4-cyclohexyl-3-butene |
| | B) | (Z)-4-cyclohexyl-1-butene |
| | C) | (E)-1-cyclohexyl-3-butene |
| | D) | (E)-1-cyclohexyl-1-butene |
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5 | | Which is the correct name? (13.0K) |
| | A) | (Z)-2.3-diethyl-5-methyl-2-hexene |
| | B) | (E)-4-ethyl-3,6-dimethyl-3-heptene |
| | C) | (Z)-4-ethyl-3,6-dimethyl-3-heptene |
| | D) | (E)-4-ethyl-2,5-dimethyl-4-heptene |
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6 | | Which of the following alkenes is (1Z,4R)-1,4-dimethylcyclodecene? |
| | A) | (15.0K) |
| | B) | (15.0K) |
| | C) | (14.0K) |
| | D) | (15.0K) |
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7 | | Which of the following alkenes is (1E,3S)-1,3-dimethylcyclodecene? |
| | A) | (14.0K) |
| | B) | (14.0K) |
| | C) | (15.0K) |
| | D) | (15.0K) |
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8 | | What are all of the products formed in the following reaction? (15.0K) |
| | A) | (13.0K) |
| | B) | (14.0K) |
| | C) | (14.0K) |
| | D) | (16.0K) |
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9 | | What are the major alkenes formed in the following reaction? (14.0K) |
| | A) | (13.0K) |
| | B) | (13.0K) |
| | C) | (14.0K) |
| | D) | (14.0K) |
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10 | | What is the MOST stable alkene (A–D) formed in the following reaction? (14.0K) |
| | A) | (11.0K) |
| | B) | (11.0K) |
| | C) | (11.0K) |
| | D) | (12.0K) |
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11 | | What is the major product (A–D) formed in the following reaction? (15.0K) |
| | A) | (12.0K) |
| | B) | (12.0K) |
| | C) | (12.0K) |
| | D) | (13.0K) |
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12 | | Which is not a likely product formed when the following alcohol is treated with sulfuric acid? (13.0K) |
| | A) | (11.0K) |
| | B) | (11.0K) |
| | C) | (11.0K) |
| | D) | (11.0K) |
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13 | | How many rings and/or pi bonds are present in a hydrocarbon with the formula C6H10? |
| | A) | 0 |
| | B) | 1 |
| | C) | 2 |
| | D) | 3 |
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14 | | Which product is obtained upon the reaction of (Z)-2-hexene with HBr? |
| | A) | 2,3-Dibromohexane |
| | B) | 2-Bromohexane |
| | C) | 3-Bromohexane |
| | D) | 2-Bromohexane and 3-bromohexane |
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15 | | In which of the following alkenes will a hydrogen shift occur upon addition of HCl? |
| | A) | (12.0K) |
| | B) | (12.0K) |
| | C) | (11.0K) |
| | D) | (12.0K) |
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16 | | Markovnikov’s rule for the addition of hydrogen halides to alkenes states that the incoming hydrogen bonds to the |
| | A) | sp2 carbon with the most hydrogens already. |
| | B) | sp2 carbon with the fewest hydrogens already. |
| | C) | sp3 carbon with the most hydrogens already. |
| | D) | sp3 carbon with the most hydrogens already. |
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17 | | Predict the major product of the reaction of 1,4-pentadiene with excess HCl. |
| | A) | 1,4-dichloropentane |
| | B) | 1,5-dichloropentane |
| | C) | 2,4-dichloropentane |
| | D) | 4-chloro-1-pentene |
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18 | | Which energy diagram best describes the electrophilic addition of hydrogen halides to alkenes? |
| | A) | (11.0K) |
| | B) | (13.0K) |
| | C) | (12.0K) |
| | D) | (13.0K) |
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19 | | In the acid-catalyzed addition of water to propene, the rate-determining step is |
| | A) | attack of the double bond on the acid catalyst. |
| | B) | attack of water on the carbocation intermediate. |
| | C) | removal of proton/regeneration of the acid catalyst. |
| | D) | carbocation rearrangement. |
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20 | | Predict the product of the reaction of 1,4-pentadiene and excess H3O+. |
| | A) | 1,4-pentanediol |
| | B) | 2,4-pentanediol |
| | C) | 1.5-pentanediol |
| | D) | 1,2-pentanediol |
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21 | | What is the proper electron-pushing mechanism for the acid-catalyzed hydration of an alkene? |
| | A) | (16.0K) |
| | B) | (13.0K) |
| | C) | (16.0K) |
| | D) | (14.0K) |
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22 | | The product of the reaction of cyclohexene and Br2 in CCl4 is |
| | A) | bromocyclohexane. |
| | B) | trans-1-bromo-2-chlorocyclohexane. |
| | C) | trans-1,2-dichlorocyclohexane. |
| | D) | trans-1,2-dibromocyclohexane. |
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23 | | The product of the reaction of 1-methylcyclohexene and Br2 in CCl4 is |
| | A) | 1-bromo-1-methylcyclohexane. |
| | B) | (1S,2S)-2-bromo-1-methylcyclohexane + enantiomer. |
| | C) | (1S,2S)-1,2-dibromo-1-methylcyclohexane + enantiomer. |
| | D) | (S)-1,1-dibromo-2-methylcyclohexane + enantiomer. |
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24 | | The product of the reaction of 1-methylcyclohexene and Br2 in H2O is |
| | A) | (1S,2S)-2-bromo-1-methylcyclohexanol. |
| | B) | (1S,2R)-2-bromo-1-methylyclohexane. |
| | C) | (1S,2S)-1,2-dibromo-1-methylcyclohexane. |
| | D) | (1S,2R)-1-bromo-2-methylcyclohexanol. |
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25 | | Which of the following products are obtained upon the addition of Br2 in CCl4 to (Z)-2-pentene? (19.0K) |
| | A) | b and d |
| | B) | a and b |
| | C) | a and d |
| | D) | c and d |
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26 | | Which reagents are needed to carry out the following transformation efficiently? (12.0K) |
| | A) | 1) H2SO4, H2O, warm 2) Neutralization |
| | B) | 1) H2SO4, HOAc, warm 2) KOH, H2O, warm |
| | C) | 1) B2H6 2) H2O2, NaOH |
| | D) | 1) O3 2) Me2S |
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27 | | What is the product of the following reaction? (15.0K) |
| | A) | (14.0K) |
| | B) | (13.0K) |
| | C) | (14.0K) |
| | D) | (13.0K) |
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28 | | Which of the following statements about hydroboration–oxidation is CORRECT? |
| | A) | It is stereoselective and regioselective overall. |
| | B) | It is regioselective but not stereoselective overall. |
| | C) | It is stereoselective but not regioselective overall. |
| | D) | It is neither stereoselective nor regioselective |
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29 | | Predict the product of the following reaction.
(14.0K) |
| | A) | (1R,2S)-2,3,3-trimethylcyclohexanol + enantiomer |
| | B) | (R)-1,2,2-trimethylcyclohexanol + enantiomer |
| | C) | (1S,2S)-2,3,3-trimethylcyclohexanol + enantiomer |
| | D) | (1R,2S)-2,3,3-trimethylcyclohexanediol + enantiomer |
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