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15.5.7: Chapter 7

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    482461
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    (b) 2
    (c) 2
    Problem 7-2
    (a) 5
    (b) 5
    (c) 3
    (d) 1
    (e) 6
    (f) 5
    Problem 7-3 C16H13ClN2O
    Problem 7-4
    (a) 3,4,4-Trimethyl-1-pentene
    (b) 3-Methyl-3-hexene
    (c) 4,7-Dimethyl-2,5-octadiene
    (d) 6-Ethyl-7-methyl-4-nonene
    Problem 7-5
    (a) A condensed structural formula has a 6-carbon chain with double bonds between C1-C2 and C5-C6. C2 is bonded to a methyl group.
    (b) A condensed structural formula has a 7-carbon chain with a double bond between C3-C4. C1 and C3 are bonded to three methyl and one ethyl group, respectively.
    (c) A structure of octane with double bonds between C1-C2, C4-C5, and C6-C7. C2 and C3 are bonded to one methyl and two methyl groups, respectively.
    (d) A 2-carbon chain with a double bond in between. C1 and C2 are each bonded to two isopropyl groups.
    Problem 7-6
    (a) 1,2-Dimethylcyclohexene
    (b) 4,4-Dimethylcycloheptene
    (c) 3-Isopropylcyclopentene
    Problem 7-7
    (a) 2,5,5-Trimethylhex-2-ene
    (b) 2,3-Dimethylcyclohexa-1,3-diene
    Problem 7-9 Compounds (c), (e), and (f) have cis–trans isomers.
    Problem 7-10
    (a) cis-4,5-Dimethyl-2-hexene
    (b) trans-6-Methyl-3-heptene
    Problem 7-11
    (a) −CH3
    (b) −Cl
    (c) −CH = CH2
    (d) −OCH3
    (e) −CH = O
    (f) −CH = O
    Problem 7-12
    (a) −Cl,  −OH,  −CH3,  −H
    (b) −CH2OH,  −CH = CH2,  −CH2CH3,  −CH3
    (c) −CO2H,  −CH2OH,  −C N,  −CH2NH2
    (d) −CH2OCH3,  −C N,  −C CH,  −CH2CH3
    Problem 7-13
    (a) Z
    (b) E
    (c) Z
    (d) E
    Problem 7-15
    (a) 2-Methylpropene is more stable than 1-butene.
    (b) trans-2-Hexene is more stable than cis-2-hexene.
    (c) 1-Methylcyclohexene is more stable than 3-methylcyclohexene.
    Problem 7-16
    (a) Chlorocyclohexane
    (b) 2-Bromo-2-methylpentane
    (c) 4-Methyl-2-pentanol
    (d) 1-Bromo-1-methylcyclohexane
    Problem 7-17
    (a) Cyclopentene
    (b) 1-Ethylcyclohexene or ethylidenecyclohexane
    (c) 3-Hexene
    (d) Vinylcyclohexane (cyclohexylethylene)
    Problem 7-18
    (a) 2,4-dimethyl-3-hexene with a cation on C 4
    (b) Ethylcyclopentane with a cation on C 1
    Problem 7-19 In the conformation shown, only the methyl- group C−H that is parallel to the carbocation p orbital can show hyperconjugation.
    Problem 7-20 The second step is exergonic; the transition state resembles the carbocation.

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