Trichloroacetaldehyde, Cl 3 CCH = O, forms a cyclic trimer analogous to paraldehyde. (a) Account for the

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Trichloroacetaldehyde, Cl3C—CH = O, forms a cyclic trimer analogous to paraldehyde.

(a) Account for the fact that two forms of this trimer are known (α, bp 223°C and mp 116°C; b, bp 250°C and mp 152°C).

(b) Which of your structures is likely to be the one with the higher melting point? Explain.

(c) Assuming you have in hand a sample of both forms, show how NMR spectroscopy could be used to verify your hypothesis in part (b).

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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