Practice prelim 2 - Page 2 of 7 1. (20 points) (a) Draw the...

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1. (20 points) (a) Draw the structure of 6 , 6 - d i m e t h y l - 1 - o c t e n - 4 - y n e in the box below. (b) In the box below, draw the ( R )-enantiomer of the compound listed, clearly showing the configuration using wedges and dashed lines. Page 2 of 7 (c) How many stereogenic atoms are present in the molecule M? CH 3 CH 3 CH 3 Cl H (e) In the specific case of compound M, how many different stereoisomers actually exist? M (d) What is the m a x i m u m n u m b e r o f s t e r e o i s o m e r s t h a t m a y t h e o r e t i c a l l y e x i s t for a molecule having the number of stereocenters present in M ? P CH D C O N CH 2
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2. (16 points) (a) In the box below, draw the ( R )-enantiomer of 3-methyl-1-pentene, whose formula is CH 2 =CH-CH(CH 3 )CH 2 CH 3 . Clearly show the ( )-configuration using wedges and dashed lines. Page 3 of 7 (b) How many stereoisomers would result from the hydroboration/oxidation reaction of the ( )-enantiomer of 3-methyl-1-pentene? Indicate the number in the box below. (d) Which of the compound(s) (i) - (v) shown below is/are a c h i r a l (or e f f e c t i v e l y a c h i r a l)? Put your answer(s) in the box below.
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Practice prelim 2 - Page 2 of 7 1. (20 points) (a) Draw the...

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