(a) Identify the hydrocarbon B and the intermediate A (both with the formulas C 11 H 10...

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(a) Identify the hydrocarbon B and the intermediate A (both with the formulas C11H10) in the following reaction sequence. Compound B is formed spontaneously from A in a pericyclic reaction.2 Brz KOH EtOH A B

(b) The proton NMR spectrum of B consists of a complex absorption at δ 7.1 (8H) and a singlet at δ (-0.5) (2H).

Account for the absorption at a negative chemical shift; that is, to which protons does this absorption correspond, and why do they absorb at a negative chemical shift?

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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