Reviewquestions_15

Reviewquestions_15 - 4 Consider the hydrogenation reaction...

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1 4) Consider the hydrogenation reaction of each compound listed and rank the compounds in order of increasing Δ of this reaction. The most negative H° should be listed first. 2,5-dimethyl-1,3-cycloheptadiene, 1,4-dimethyl-1,3-cycloheptadiene, and 3,6-dimethyl-1,4-cycloheptadiene Answer: 3,6-dimethyl-1,4-cycloheptadiene < 2,5-dimethyl-1,3-cycloheptadiene < 1,4-dimethyl-1,3-cycloheptadiene Diff: 3 5) What is the hybridization of the central carbon of allene (1,2-propadiene)? A) sp B) sp 2 C) sp 3 D) p E) none of the above Answer: A Diff: 1
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14) Draw ( Z )-1,3-hexadiene in its s -trans conformation. Answer: Diff: 2 15) When the relative energies of the s -cis and s -trans conformers of 1,3-butadiene are compared, one finds: A) that the s -cis conformer is lower in energy than the s -trans. B) that the s -trans conformer is lower in energy than the s -cis. C) that the two conformers are of equal energy. Answer: B Diff: 1 16) When 3-bromo-1-methylcyclohexene is heated in a good ionizing solvent, reactions occur through a carbocation intermediate. Draw all reasonable resonance contributors of this cation and indicate which is the major contributor. Answer: Diff: 3 17) When ( S )-3-bromopent-1-ene is heated in water, which of the following compounds is not produced? A) ( S )-pent-1-en-3-ol B) ( R )-pent-1-en-3-ol C) pent-4-en-1-ol D) ( E )-pent-2-en-1-ol E) ( Z )-pent-2-en-1-ol Answer: C Diff: 2 18) When 3-bromobut-1-ene is heated in a good ionizing solvent, reactions occur through a carbocation intermediate. Draw all reasonable resonance contributors of this cation and indicate which is the major contributor. Answer:
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Reviewquestions_15 - 4 Consider the hydrogenation reaction...

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