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Practice_Quiz_5_blank - 3 C C CH 2 CH 3 H H Br Br CH 3 C C...

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Chemistry 322aL Practice Quiz 5 CH 3 CH 2 CHClCH 2 COOH CH 3 CCH 2 CH=CH 2 O = (CH 3 ) 2 CHCH 2 CH 2 OCH 3 C=C CH 3 CH 2 CH 3 CH 2 CH 2 COOH H (CH 3 ) 2 CHCHCH 3 Br CH 3 CH 2 NHCHCH 3 CH 3 CH 3 H H OH HO H H CH 3 CH 3 (1) Identify all stereocenters in the structures below by an asterisk (*) and circle those compounds that are chiral. CH 3 CHCH=CH 2 C 6 H 5
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C CH 3 CH 2 CH 3 OH H C CH 3 CH 2 CH 3 OH H CH 3 H CH 3 H CH 3 H CH 2 Cl Cl CH 3 H CH 2 Cl Cl CH 3 H C C OH CH 3 CH 3 H HO H C C OH CH 3 CH 3 H HO H (2) Identify each pair of structures in the box below as enantiomers, diastereomers or the same stereoisomer.
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C CH 3 CH 2 CH 3 OH H (CH 3 ) 2 C=CH C H CH 2 Cl CH 3 (3) Provide complete IUPAC names for the compounds below taking into account all stereochemical details provided.
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C H ClCH 2 CH 2 CH 3 CH 3 [ α ] 25 D = -1.64 o C H CH 2 Cl CH 2 CH 3 CH 3 [ α ] 25 D = +1.64 o 1-chloro-2-methylbutane (4) The stereostructures of the two enantiomers of 1-chloro-2-methylbutane are shown below with the values of their specific rotations. If a sample of 1-chloro-2-methylbutane has a specific rotation of +.164 o , what is the percentage of each enantiomer (R and S) in this sample?
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CH 3 C C CH 2 CH 3 H H Br Br CH
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Unformatted text preview: 3 C C CH 2 CH 3 H H Br Br CH 3 C C CH 2 CH 3 H H Br Br I II III 2,3-dibromopentane (5) Three stereoisomers of 2,3-dibromopentane are drawn below. Stereoisomer (I) is the (2R,3R). Quickly assign correct configurational labels to stereoisomers II and III. What are the relationships among the stereoisomers? Enantiomers? Diastereomers? (2R,3R) (6) Glyceraldehyde with a single stereocenter at C-2 is a very special compound in the history of stereochemistry. Emil Fischer used the configurational labels of D and L for the dextro- and levorotatory isomers. He arbitrarily (but correctly) assigned these labels to the (R) and (S) isomers. Complete the stereostructures and Fischer structures of these isomers below. HOCH 2 CHCH OH O glyceraldehyde C CH 2 OH CH O C CH 2 OH CH O "D" = (R) "L" = (S)...
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This note was uploaded on 07/22/2009 for the course CHEM 322AL taught by Professor Jung during the Summer '07 term at USC.

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Practice_Quiz_5_blank - 3 C C CH 2 CH 3 H H Br Br CH 3 C C...

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