CHEM2211 Exam 2a 2003

CHEM2211 Exam 2a 2003 - CHEJ\cfw_ISTR 22II EXAM 2a ocroBER...

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I CHEJ\{ISTR\/ 22II EXAM 2a ocroBER 24,2003 Be sure to read each question carefully. Partial credit will be assigned where appropriate. To receive full credit you must answer the question completely. Relax and good luck!! 1. (12 points) Draw the lowest energy chair conformation of the following substituted cyclohexanes on the template that is provided to the right. t* t, \ r r iF t trJ _) SCQRE i D v) L. l. CHq A .... cr-r. (-J I cHs LHt /0 a 4. ckt r r'l z -d4 , lr- cKrS3)a crt(,tl')JorAL :lt l1 i, 'r ' \-, cH(cH3)2 9"' tl .".\'/ HO' I cH(cH3)2 rrv = un OH D-Pinotol a hexahydroxy cyclohexane cilz ,, 3- tv 7/ 4 8. a al c{t( .! _s c{
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./. 2. (12 points) Drar.v structures of the monochlorinated reaction. Hint: remenber cis/n"rlils isotners. products rcsulting hv fi'om the foliowing v -t *)f e{v *r/ u:/ 6'Y)2d/ />"u/ qt$\J -,/ 5. (10 points) Name the following alkenes. \,, CHe t" H .oHcH2cH3 ><- GHg H *.ql$ 4: f --- x. e4&u)-1s/* d"L-*luy/' E't* oth'/'V'1 H .Ct. i , Hr? -,, X{ H2c==cHcH+Fi h 2 ' ( H t \t 1/- HsC. .f=1, - Y={< Cn. \/\ CH3CH2OH2 'CHg i" tl.5-D'l d tt) i,4 - b,unntt - (,1 - k/-"J,vn
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