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Shweta Thakur posted an Question

June 23, 2021 • 18:41 pm 30 points

How this 1/3 charge comes on nitrogen .. ly arrows linking at least two ditferent ways of

PROBLEM3 Draw diagrams to represent the conjugation in these molecules. Draw two types of diagram: (a) Show curly arrows linking at least two ditferent ways of representing the molecule (6) Indicate with dotted lines and partial charges (where necessary) the partial double bond (and charge) distribution. NH2 HN NH2 Purpose of the problem A more exacting exploration of the precise details of conjugation. Suggested so lution Treating each compound separately in the styles demanded by the question, the first (the guanidinium ion) is a very stable cation because of conjugation. The charge is delocalized onto all three nitrogen atoms as the first three structures show. Each nitrogen has an equal positive charge so our fourth diagram shows one third + on each. NH 1/3+)NH2 1 NH4) HNNH2 HNNH HNNH2 The second compound is what you will learn to call an enolate anion. The negative charge is delocalized throughout the molecule, mostly on the oxygens but some on carbon. It is difficult to represent this with partial charges but the charges on the oxygens will be nearly a halt each. 4 Solutions Manual to accompany Organic Chemistry lolg a, The third compound is naphthalene. The structure drawn in the questio is the best as both rings are benzene rings. The results of curly arro diagrams show how naphthalene is delocalized all round the outer ring fact these diagrams show the ten electrons in the outer ring this isa 4n + number and all three diagrams show that naphthalene is aromatic. -I--C PROBLEM 4 Draw curly arrows linking alternative structures to show the delocalization in (a) diazomethane CHaNa (b) nitrous oxide, N,O (C) dinitrogen tetroxide, N.O

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