chm2210ps9sol

chm2210ps9sol - Organic Chemistry I Problem Set 9 Answer...

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CH 3 Cl H Cl H CH 3 CH 3 Cl H H Cl CH 3 CH 3 H Cl Cl H CH 3 CH 3 CH 3 HO H H H CH 3 CH 3 H HO H H CH 3 CH 3 HO H HO H H CH 3 CH 3 H H HO H a meso form a meso form a pair of enantiomers (these are not the same) Organic Chemistry I Problem Set 9 Answer Key Alkanes I. How many chiral C’s in the following compounds? How many stereoisomers exist for each (include both diastereomers and enantiomers)? 1. 2-chloropropane __0 __ __0 __ 2. 1,2-dichloropropane __1 __ __2 __ 3. 1,2,3-trichlorobutane __2 __ __4 __ 4. 2,3,4-trichlorohexane __3 __ __8 __ 5. 2,3-dichlorobutane __2 __ __3 __ 6. Draw Fischer projections for all stereoisomers in 5. above. 7. 2,3,4-pentanetriol __3* __ __4* __ 8. Draw Fischer projections for all stereoisomers in 7. above. *This is a weird compound as the center carbon is chiral when the other two groups are (R) and (S) as in the two meso forms. If C2 and C4 are both (R) or both (S), then C3 is not chiral. Assigning priorities for C3 is not possible because the priority counts tie.
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This note was uploaded on 02/23/2010 for the course CHEM 201 taught by Professor Smith during the Spring '10 term at Duke.

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chm2210ps9sol - Organic Chemistry I Problem Set 9 Answer...

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