Suggested solution for once the solution can be simply

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Unformatted text preview: h few atoms. Suggested solution We give twelve possible structures – there are of course many more. You need not have used the names in brackets as they are ones more experience chemists might use. H N NH2 HO O O H2N alkyne, primary amine primary alcohol (cyclic) amide (lactam) Me ketone, alkene, primary amine (enamine) ether, alkene secondary amine H N HO N OH O (cyclic) tertiary amine aldehyde MeO HO ether, nitrile primary alcohol, nitrile NH2 O alkene, amine, alcohol (cyclic hydroxylamine) N NH O (cyclic) ketone primary amine Me N N oxime imine and alcohol O N O Me imine, ether (isoxazoline) NH2 alkene, primary amide 7 Solutions for Chapter 2 – Organic Structures PROBLEM 7 Draw full structures for these compounds, displaying the hydrocarbon framework clearly and showing all the bonds in the functional groups. Name the functional groups. (a) AcO(CH2)3NO2 (b) MeO2CCH2OCOEt (c) CH2=CHCONH(CH2)2CN Purpose of the problem This problem extends the purpose of problem 5 as more thought is needed and you need to check your knowledge of the ‘organic elements’ such as Ac. Suggested solution For once the solution can be simply stated as no variation is possible. In the first structure ‘AcO’ represents an acetate ester and that the nitro group can have only four bonds (not five) to N. The second has two ester groups on the central carbon, but one is joined to it by a C–O and the other by a C–C bond. The last is straig...
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