Organic Chemistry I


Solution: There are two cis



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Solution:
There are two
cis
-isomers,
A
and
B
, and they are enantiomers of each other; similarly, there are also two
trans
-isomers
C
and
D
that are enantiomers of each other as well.
The relationship between
any
of the
cis
-isomer to
any
of the
trans
-isomer is
diastereomers (A
and
C, A
and
D, B
and
C, B
and
D)
. Since they are geometric isomers, and remember that the geometric isomers can also be called
diastereomers.
5.6 Compounds with More Than One Chirality Centers | 177


All geometric isomers are diastereomers (it is always correct to call a pair of geometric isomers as
diastereomers), however not all the diastereomers are geometric isomers!
Examples:
What is the relationship between the following pair of compounds, enantiomers, identical, diastereomers,
constitutional isomers, non-isomers?
1.
Method I
: The basic way is to determine the configuration of each chirality center. As shown below that the
configuration for both chirality centres are right opposite between the structure
A
and
B
. So they are
enantiomers.
Method II
: For the cyclic structures, sometimes rotate or flip a given structure in a certain way helps us to
tell the relationship (using the molecular model helps the rotate or flip part). For this example, flipping
structure
B
horizontally leads to structure
C
,
B
and
C
are identical. Then it is easy to tell that

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