PS3key - kaY Chemistry 152 Fallo2007 Recitation Problem Set...

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kaY Chemistry 152 Fallo 2007 Recitation Problem Set 3 September 17,2007 (John Stanko - Recitation Instructor) 1. The bicyclic compound shown below is an aromatic heterocyclic molecule containing oxygen and nitrogen. Draw a picture that shows p orbitals and electron pairs and explain why this molecule satisfies the Htickel criteria for aromaticity. SPL \. ?. cvcl ic Jl, . i.nq crto,us ts^'q ortrr{.l$ (c.Ster o \ Aib;idi6es to sP') g, g\o't'rcrr 4. Antz (r") n e-[t'e*tors (n=1) . P 2. Draw the structures of the organic products from each of the following reactions. If a mixture would occur draw the structures of the several products and, if possible, which you would expect to be the major product. 1 NBS, cct4 > fl._f risht \ff*to o,A 2. ,""\o)J + H3CO o e CHs lo It ets OJq O-rB- ()fu. *fQ{*'HfS,l, vn\of "Rli*' \tt\\\AOf a\J Hzso+ , ,/ , \/ 16*ab tot*ho +- h^a+o' 4.op \-,- r^t-" frttnur Br2lFeBr3 YO \> cr!6 rn ixof
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I r^ 9*o, minor b. +- ir\|=Q=Q=frli d. :d I d^ -l Fcl+ . N\,/ e. n:A' H,Xirr,r", ,?' H3cAftue2 . fl*t l.HzC=N-N" - +\ H2C-N=N: K'Y 3. When the amide shown below is treated with HNO: in the presence of a catalytic amount of
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PS3key - kaY Chemistry 152 Fallo2007 Recitation Problem Set...

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