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36. Identify the expected product(s) for the reaction shown below. A. I B. II C. III D. IV E. V 37. For the following reaction sequence provide the expected major organic product(s).  Include all stereoisomers showing relevant stereochemistry. 38. Provide the structure(s) of the expected major organic product(s) generated upon completion of the following reaction scheme: 39.   The.

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31. Which of the following is the structure for (2E,4E)-octa-2,4-dien-6-yne? A. I B. II C. III D. IV E. V 32. Which of the following is a structure for octa-3,6-dien-1-yne? A. HC?CCH=CHCH=CHCH2CH3 B. CH3CH=CHCH2C?CC?CH C. CH3CH=CHCH2CH=CHC?CH D. CH3C?CCH=CHCH=CHCH3 E. H2C=CHC?CCH2CH=CHCH3 33. Which of the following is the structure for 2,5,5‑trimethylhept‑3‑yne? A. CH3CH2CH(CH3)C?CCH2CH(CH3)2 B. CH3CH2C(CH3)2C?CCH(CH3)2 C. (CH3CH2)2C(CH3)C?CCH2CH3 D. CH3CH2C(CH3)2C?CC(CH3)3 E. CH3CH2CH2CH(CH3)C?CC(CH3)3 34. What is the IUPAC name for the.

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16. What is the IUPAC name for the molecule shown below? A. 4-ethyl-2-pentyne B. 2-ethyl-3-pentyne C. 3-methyl-4-hexyne D. 4-methyl-2-hexyne E. sec-Butylpropyne 17. Which of the following is a structure for hepta-3,6-dien-1-yne? A. I B. II C. III D. IV E. V 18. Which of the following is the structure for 2-hexyne? A. I B. II C. III D. IV 19. Which of the following is the structure.

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66. For the reaction sequence below, select the expected major product. A. 3-methylhexane B. 1-bromo-3-methylhexene C. 2-bromo-3-methylhexene D. 3-methyl-1-hexyne E. 3-methyl-2-hexyne 67. When preparing terminal alkynes by an elimination reaction, sodium amide (NaNH2) dissolved in liquid ammonia (NH3) is used most frequently. Which of the following statements offers the best explanation for the above statement? A. The.

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21. Provide the IUPAC name for HC?CCH2CH2CH3. A. pentyne B. 1-pentyne C. butyne D. 1-butyne E. 2-butyne 22. Provide the IUPAC name for Cl3CCH2CH2CH2C?CH. A. 6,6,6-trichloro-1-hexyne B. 1,1,1-trichloro-5-hexyne C. 5,5,5-trichloro-1-pentyne D. 1-heptyne E. trichlorobutylacetylene 23. Provide the IUPAC name for Cl3C(CH2)4C?CH. A. 4,4,4-trichloro-1-butyne B. 1,1,1-trichloro-6-heptyne C. 1,1,1-trichloro-5-heptyne D. 6,6,6-trichloro-1-hexyne E. 7,7,7-trichloro-1-heptyne 24. Provide the IUPAC name for (CH3)2CHC?CCH2C(CH3)3. A. 1,1,5,5,5-pentamethyl-2-pentyne B. 1,1,1,5,5-pentamethyl-3-pentyne C. 2,2,6-trimethyl-4-heptyne D. 2,6,6-trimethyl-3-heptyne E. tert-butylisopropylacetylene 25. Provide the systematic IUPAC name.

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26. What is the IUPAC name for the molecule shown below? A. 3-bromo-4-acetylenylheptane B. 3-(1-bromopropyl)-1-hexyne C. 3-bromo-4-propyl-5-hexyne D. 4-bromo-3-propyl-1-hexyne E. 4-ethynyl-5-bromo-heptane 27. Which of the following is the acceptable structure for (R)-5-bromohept-2-yne? A. I B. II C. III D. IV E. V 28. What is the IUPAC name for the molecule shown below? A. (E)-5-methyl-5-hepten-1-yne B. (Z)-5-methyl-5-hepten-1-yne C. (E)-3-methyl-2-hepten-6-yne D. (Z)-3-methyl-2-hepten-6-yne E. (E)-2-butynyl-2-butene 29. What is the IUPAC.

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36. What is the IUPAC name for di-sec-butylacetylene? A. 2-ethyl-5-methyl-3-heptyne B. 2,7-dimethyl-4-octyne C. 3,6-dimethyl-4-octyne D. 2,5-diethyl-3-hexyne E. 2,2,5,5-tetramethyl-3-hexyne 37. Draw all of the constitutionally isomeric alkynes with molecular formula C5H8. 38. Provide the IUPAC name for CH3CH(CH3)C(CH3)2C?CCH(CH3)2. 39. Provide the IUPAC name for CH3C?CC(CH3)2CH(CH2CH3)2. 40. Provide the IUPAC name for CH3CHBrC?C(CH2)3CH3.     .

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136. Identify the functional group would be expected to be found in the final product in the reaction below. A. aldehyde B. ketone C. diol D. enol E. alkene 137. What is the expected functional group produced when cyclodecyne is reacted with disiamylborane, followed with treatment of basic hydrogen peroxide? A. aldehyde B. ketone C. diol D. ether E. carboxylic acid 138..

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Chapter 9 1. For 2-pentyne, which of the following describes the orbital overlap of the C2—C3 sigma bond? A. sp–sp B. sp2–sp2 C. sp3–sp3 D. p–p E. sp3–sp 2. For 2,4-hexadiyne, which of the following describes the orbital overlap of the C3—C4 sigma bond? A. sp–sp B. sp2–sp2 C. sp3–sp3 D. p–p E. sp3–sp 3. The sigma bond of an alkyne is formed.

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156. What is the IUPAC name for the expected product of the reaction below? A. propyne B. 1-hexyne C. 2-hexyne D. 3-hexyne E. (E)-3-hexyne 157. What is the IUPAC name for the expected final product of the reaction below? A. 5-decyne B. 3-hexyne C. 1-octyne D. 3-octyne E. 5-octyne 158. What is the expected major final product of the reaction sequence shown.

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86. Which of the reagents below would convert 2-pentyne to trans-2-pentene? A. NaNH2, NH3 B. Na, NH3 C. H2, Lindlar’s catalyst D. H2, Pd/C E. H2O, HgSO4/H2SO4 87. Select the best reagent to convert 3-heptyne to trans-3-heptene? A. Na/NH3 B. 1 eq. NaNH2, NH3 C. excess NaNH2, NH3 D. H2/Pt E. H2/Lindlar's catalyst 88. Select the reagent(s) expected to accomplish the reaction.

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106. Which of the compounds shown below would be the most likely product expected from the reaction scheme shown? A. I B. II C. III D. IV E. V 107. Identify the expected major product from the treatment of 1-pentyne with 1 equivalent of HBr. A. 1-bromo-1-pentene B. 2-bromo-1-pentene C. 1,1-dibromopentane D. 2,2-dibromopentane E. 1,2-dibromopentane 108. Identify the expected major product from.

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