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25) Treatment of cyclopentene with peroxybenzoic acid A) results in oxidative cleavage of the ring to produce an acyclic compound B) yields a meso epoxide C) yields an equimolar mixture of enantiomeric epoxides D) gives the same product as treatment of cyclopentene with OsO4 E) none of the above 26) Provide a detailed, step-by-step mechanism for the reaction shown below. Но. Br2 + HBr Br

25) Treatment of cyclopentene with peroxybenzoic acid A) results in oxidative cleavage of the ring to produce an acyclic compound B) yields a meso epoxide C) yields an equimolar mixture of enantiomeric epoxides D) gives the same product as treatment of cyclopentene with OsO4 E) none of the above 26) Provide a detailed, step-by-step mechanism for the reaction shown below. Но. Br2 + HBr Br

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Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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25) Treatment of cyclopentene with peroxybenzoic acid A) results in oxidative cleavage of the ring to produce an acyclic compound B) yields a meso epoxide C) yields an equimolar mixture of enantiomeric epoxides D) gives the same product as treatment of cyclopentene with Os04 E) none of the above 26) Provide a detailed, step-by-step mechanism for the reaction shown below. НО Br2 + HBr Br 27) Provide a detailed, step-by-step mechanism for the reaction shown below. H3o* Но 28) Provide the reagents necessary to complete the following transformation. The synthesis may involve more than one step. Br ? HO, 29) Provide the reagents necessary to complete the following transformation. The synthesis may involve more than one step. Br HO + enantiomer 30) Provide the reagents necessary to convert 3-methyl-2-butanol to 2-methyl-2-butanol. The synthesis may involve more than one step. 31) Both (E)- and (Z)-hex-3-ene are subjected to a hydroboration-oxidation sequence. How are the products from these two reactions related to each other? A) The (E)- and (Z)-isomers generate the same products but in differing amounts. B) The (E)- and (Z)-isomers generate the same products in exactly the same amounts. C) The products of the two isomers are related as constitutional isomers. D) The products of the two isomers are related as diastereomers. E) The products of the two isomers are not structurally related.
Transcribed Image Text:25) Treatment of cyclopentene with peroxybenzoic acid A) results in oxidative cleavage of the ring to produce an acyclic compound B) yields a meso epoxide C) yields an equimolar mixture of enantiomeric epoxides D) gives the same product as treatment of cyclopentene with Os04 E) none of the above 26) Provide a detailed, step-by-step mechanism for the reaction shown below. НО Br2 + HBr Br 27) Provide a detailed, step-by-step mechanism for the reaction shown below. H3o* Но 28) Provide the reagents necessary to complete the following transformation. The synthesis may involve more than one step. Br ? HO, 29) Provide the reagents necessary to complete the following transformation. The synthesis may involve more than one step. Br HO + enantiomer 30) Provide the reagents necessary to convert 3-methyl-2-butanol to 2-methyl-2-butanol. The synthesis may involve more than one step. 31) Both (E)- and (Z)-hex-3-ene are subjected to a hydroboration-oxidation sequence. How are the products from these two reactions related to each other? A) The (E)- and (Z)-isomers generate the same products but in differing amounts. B) The (E)- and (Z)-isomers generate the same products in exactly the same amounts. C) The products of the two isomers are related as constitutional isomers. D) The products of the two isomers are related as diastereomers. E) The products of the two isomers are not structurally related.
32) What alkene would yield the following products upon ozonolysis? СНЗCH2CH2CH2CНО + CH20 33) Addition of Br2 to (E)-hex-3-ene produces A) a meso dibromide B) a mixture of enantiomeric dibromides which is optically active C) a mixture of enantiomeric dibromides which is optically inactive D) (Z)-3,4-dibromo-3-hexene E) (E)-3,4-dibromo-3-hexene 34) The mechanism for the acid-catalyzed hydration of alkenes is the reverse of the acid-catalyzed dehydration of alcohols. This illustrates the principle of 35) Which of the following is the best reaction sequence to accomplish a Markovnikov addition of water to an alkene with minimal skeletal rearrangement? A) water + dilute acid B) water + concentrated acid C) oxymercuration-demercuration D) hydroboration-oxidation E) none of the above 36) Which of the following additions to alkenes occur(s) specifically in an anti fashion? A) hydroboration-oxidation B) addition of Br2 C) addition of H2 D) addition of H20 in dilute acid E) both A and B 37) Which of the following additions to alkenes occur(s) specifically in an syn fashion? A) dihydroxylation using Os04, H2O2 B) addition of H2 C) hydroboration D) addition of HCI E) А, В, and с 38) HBr can be added to an alkene in the presence of peroxides (ROOR). What function does the peroxide serve in this reaction? A) nucleophile B) electrophile C) radical chain initiator D) acid catalyst E) solvent
Transcribed Image Text:32) What alkene would yield the following products upon ozonolysis? СНЗCH2CH2CH2CНО + CH20 33) Addition of Br2 to (E)-hex-3-ene produces A) a meso dibromide B) a mixture of enantiomeric dibromides which is optically active C) a mixture of enantiomeric dibromides which is optically inactive D) (Z)-3,4-dibromo-3-hexene E) (E)-3,4-dibromo-3-hexene 34) The mechanism for the acid-catalyzed hydration of alkenes is the reverse of the acid-catalyzed dehydration of alcohols. This illustrates the principle of 35) Which of the following is the best reaction sequence to accomplish a Markovnikov addition of water to an alkene with minimal skeletal rearrangement? A) water + dilute acid B) water + concentrated acid C) oxymercuration-demercuration D) hydroboration-oxidation E) none of the above 36) Which of the following additions to alkenes occur(s) specifically in an anti fashion? A) hydroboration-oxidation B) addition of Br2 C) addition of H2 D) addition of H20 in dilute acid E) both A and B 37) Which of the following additions to alkenes occur(s) specifically in an syn fashion? A) dihydroxylation using Os04, H2O2 B) addition of H2 C) hydroboration D) addition of HCI E) А, В, and с 38) HBr can be added to an alkene in the presence of peroxides (ROOR). What function does the peroxide serve in this reaction? A) nucleophile B) electrophile C) radical chain initiator D) acid catalyst E) solvent
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