8A_worksheet6key

8A_worksheet6key - The chiral enzyme can recognize the...

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Chem 8A, Spring 2010 Worksheet 6 Concepts: chirality optically active stereoisomers asymmetric carbon enantiomer diastereomer racemic chiral catalyst enzymes Practice Problems: 1) For each of the following molecules, there are no dashes or wedges indicated. Decide if the molecule is chiral. How many asymmetric carbon centers does each molecule have? 2) For these chiral molecules, circle each asymmetric carbon center. (Note: Ac is an abbreviation for an acetyl group, and this does not contain any asymmetric carbon centers)
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3) Indicate the two types of stereoisomers and give an example of a molecule for each. Cis-trans isomers R,S stereoisomers 4) Assign R or S configuration. 5) __ Enantiomers _ __ are stereoisomers that are non-superimposable mirror images of each other. 6) A ___ racemic _ __ mixture contains exactly 50% of each R and S isomer. 7) Explain why an enzyme can be considered a chiral catalyst? An enzyme is made from chiral amino acids, so the enzyme will also be chiral.
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Unformatted text preview: The chiral enzyme can recognize the shape of some enantiomers, but not others, and it can give a single enantiomer as a product of a reaction. 8) Name the following: (R)-3-methyl-1-pentanol (S)-1,2-dibromobutane (S)-2-chloro-2-fluoropentane 9) Draw (R)-alanine (the unnatural D-amino acid): 10) Now draw both enantiomers of methamphetamine. 11) Draw the racemic mixture (both enantiomers) that result upon hydrogenation of the following alkene with an achiral catalyst. 12) Indicate for the following pairs of compounds whether they are identical, constitutional isomers, or enantiomers. Br Cl H 3 C Br Cl H 3 C a) b) c) d) HO OH Cl Cl HO OH Cl Cl N CH 3 H Cl N H 3 C H Cl H 3 C OH NH 2 CH 3 HO NH 2 Enantiomers Enantiomers Constitutional Isomers Identical CH 2 CO 2 H H 3 C achiral Rh catalyst H 2 CH 3 CO 2 H H 3 C new asymmetric center, two enantiomers are possible CH 3 CO 2 H H 3 C CH 3 CO 2 H H 3 C +...
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8A_worksheet6key - The chiral enzyme can recognize the...

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