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How to calculate total no of possible enantiomers and disastomers

Aman Deep Singh , 16 Years ago
Grade 12
anser 3 Answers
AskiitianExpert Shine

Hi

Diastereomers (or diastereoisomers) are stereoisomers that are not enantiomers (non-superimposable mirror images of each other). Diastereomers can have different physical properties and different reactivity. In another definition diastereomers are pairs of isomers that have opposite configurations at one or more of the chiral centers but are not mirror images of each other

In simpler terms two stereoisomers are said to be diastereoisomers if they are not mirror images of each other and one or more stereogenic centers differ between the two stereoisomers. According to this same definition, cis-trans isomerism is a form of diastereomerism.

If a molecule contains a single asymmetric carbon atom or stereocenter, it will form two mirror images. If a molecule contains two asymmetric carbons, there are up to 4 possible configurations, and they cannot all be mirror images of each other. The possibilities continue to multiply as there are more asymmetric centers in a molecule. In general, the number of diastereomers of a molecule can be determined by calculating 2n, where n=the number of chiral centers in the molecule. This holds true except in cases where the molecule has meso forms.

Therefore the total no. of enantiomers are the total no. of Stereoisomers minus the no. of diastereomers.

Tartaric acid contains two asymmetric centers, but two of the "isomers" are equivalent and together are called a meso compound. This configuration is not optically active, while the remaining two isomers are D- and L- mirror images, i.e., enantiomers. The meso form is a diastereomer of the other forms.

Image:L-tartaric acid.png

Image:D-tartaric acid.png

(natural) tartaric acid
L-(+)-tartaric acid
dextrotartaric acid

D-(-)-tartaric acid
levotartaric acid

mesotartaric acid

(1:1)
DL-tartaric acid
"racemic acid"

 
Last Activity: 16 Years ago
SAGAR SINGH - IIT DELHI

Dear student,

If a molecule contains a single asymmetric carbon atom or stereocenter, it will form two mirror images. If a molecule contains two asymmetric carbons, there are up to 4 possible configurations, and they cannot all be mirror images of each other. The possibilities continue to multiply as there are more asymmetric centers in a molecule. In general, the number of diastereomers of a molecule can be determined by calculating 2n, where n=the number of chiral centers in the molecule. This holds true except in cases where the molecule has meso forms.

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Last Activity: 15 Years ago
Kushagra Madhukar
Dear student,
Please find the solution to your problem.
 
If a molecule contains a single asymmetric carbon atom or stereocenter, it will form two mirror images. If a molecule contains two asymmetric carbons, there are up to 4 possible configurations, and they cannot all be mirror images of each other. The possibilities continue to multiply as there are more asymmetric centers in a molecule. In general, the number of diastereomers of a molecule can be determined by calculating 2n, where n=the number of chiral centers in the molecule. This holds true except in cases where the molecule has meso forms. Therefore the total no. of enantiomers are the total no. of Stereoisomers minus the no. of diastereomers.
 
Thanks and regards,
Kushagra
Last Activity: 5 Years ago
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