Practice Questions

Practice Questions - Organic Chemistry 7e(Wade Chapter 15...

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1 Organic Chemistry, 7e (Wade) Chapter 15 Conjugated Systems / Orbital Symmetry / Ultraviolet Spectroscopy 1) 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 2) What descriptive term is applied to the type of diene represented by 2,4-hexadiene? 3) What descriptive term is applied to the type of diene represented by 1,5-octadiene? 4) Which of the following molecules is chiral?
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2 5) Which of the following compounds has the most negative heat of hydrogenation? A) 1,4-hexadiene B) 1,5-hexadiene C) 1,2-hexadiene D) 1,3-hexadiene E) hex-1-ene 6) Which comopund has the smallest heat of hydrogenation? 7) Rank the following dienes in order of increasing stability: trans -1,3-pentadiene, cis -1,3- pentadiene, 1,4-pentadiene, and 1,2-pentadiene. 8) Among a series of isomeric trienes, the more negative the ΔH° of the hydrogenation reaction of a given triene, the __________ stable it is relative to the others in the isomeric series. 9) Consider the hydrogenation of each compound listed and rank the compounds in order of increasing ΔH°. The most negative ΔH° should be listed first. cis -pent-2-ene, 2,3-pentadiene, and trans -1,3-pentadiene 10) Consider the hydrogenation reaction of each compound listed and rank the compounds in order of increasing ΔH° of this reaction. The most negative ΔH° should be listed first. 2,5-dimethyl-1,3-cycloheptadiene, 1,4-dimethyl-1,3-cycloheptadiene, and 3,6-dimethyl-1,4-cycloheptadiene 11) 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. 12) How many nodes, other than the node coincident with the molecular plane, are found in the highest energy π MO of 1,3-butadiene?
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