HT1-03an - Answers to Hour examination#1 Chemistry 301-301A...

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Answers to Hour examination #1, Chemistry 301-301A, 2003 1. (a) yes (b) no - atoms moved (c) yes (d) no - valence violated (e) no - valence violated (f) yes (g) yes (h) no - atoms moved 2. H C CH 3 O H C C N(CH 3 ) 2 O H C CH 3 O H C C N(CH 3 ) 2 O H C CH 3 O H C C N(CH 3 ) 2 O H C CH 3 O H C C N(CH 3 ) 2 O
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3. c/t c/t c/t c/t * one of many c/t pairs. This is also a pair of diastereomers. a meso compound t* t* c* 4. Each carbon must form two sigma bonds, one to the H and one to the other C. Accordingly, sp hybridization is appropriate. There are two perpendicular pi bonds, shown as wedges. C C sp-sp sp - 1 s 1 s sp C C H H sigma system pi system
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Alkynes are relatively strong acids because the lone pair electrons of the anion reside in a relatively low energy sp hybrid orbital, rather than in a relatively high energy sp 3 orbital (alkanes). C C H H B: BH + C C H sp hybrid 6. That filled C-H bond “wants” to line up with the empty 2 p orbital of the carbocation.
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This note was uploaded on 03/07/2010 for the course ORGO 1 AND V.0243 taught by Professor Jones during the Spring '10 term at NYU.

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HT1-03an - Answers to Hour examination#1 Chemistry 301-301A...

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