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You were introduced to a new type of stereoisomerism before spring break! This new stereoisomerism is possible when organic molecules contain a...
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2. You were introduced to a new type of stereoisomerism before spring break! This new stereoisomerism is possible when
organic molecules contain a chiral carbon.
a) First, explain below what is meant by a "chiral carbon."
HO
=0
b) Then, put a star (") next to each one of the FOUR chiral carbons in
the antibiotic molecule amoxicillin shown to the right.
HO
CH3
CHS
NH2
3. Several different types of isomerism have been discussed this summer: structural isomerism of a wide variety of
functional groups, cis/trans geometric stereoisomerism of alkenes and cycloalkanes, and for molecules containing a chiral
carbon, enantiomerism. (Note: In the questions below, pay close attention to the number of each type of atom in the
molecular formula.)
a) Draw structures of two molecules with molecular formula CH Br that are structural isomers of one another. Then
write the IUPAC name of each molecule.
b) Draw structures of two molecules with chemical formula CH,Br that are cis/trans geometric stereoisomers of one
another. The structures you draw must clearly show the fixed geometry in the molecule. Then write the IUPAC name of each
molecule.
c) Draw the structure of a molecule with molecular formula CH, Br that would have an enantiomer. Write the IUPAC
name of the molecule.
C. Graham Brittain
Page 256
8/14/2018

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