1CHM 2212-Organic Chemistry II Practice quizFebruary 21, 2002Recitation #6Dr. Bausch(covering material thru section 14.13)1. (a) Consider the electronic structure of the carbocation that would result from theloss of a hydride ion from the sp3 hybridized carbon of 1,3-cyclopentadiene.How many electrons are in the p system of this cation? Are they all paired?(b) Now consider the loss of a proton from the sp3 hybridized carbon of 1,3-cyclopentadiene. Write the resonance structures of this cyclopentadienyl anion toshow how the negative charge can be delocalized over the five carbon atoms.22. Borazole, shown below, is an aromatic compound. Explain why.BNBNBNHHHHHH3. Are the following compounds aromatic according to the Hückel rule?NOO4. On the following two pages are the 1H and 13C NMR spectra of the product of the following reaction. Draw the structure of the product.+(CH3)3CCH2BrAlCl3?390 MHz 1H NMR spectrumof productmultiplet (5H)quartet (2H)singlet (6H)triplet (3H)413C spectrum of producttwo signals
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