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Topic: isomerism question  (Read 4437 times)

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HongKongALevelboy

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isomerism question
« on: October 05, 2004, 05:38:31 AM »
what are the isomeric forms of 2,3-dibromobutanedioic acid . it has a chiral carbon , are they enantiomeric isomers ?

Demotivator

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Re:isomerism question
« Reply #1 on: October 05, 2004, 11:37:08 AM »
there are two chiral centers having the same four substituents and are therefore equivalent. As a result, two of the four possible stereoisomers of this compound are identical due to a plane of symmetry, so there are only three stereoisomers of the compound. Two of these stereoisomers are enantiomers and the third is an achiral (optically inactive) diastereomer, called a meso compound. .

In a fischer projection, the two enantiomers have the Br trans configuration.
The meso compound has Br cis configuration, and the plane of symmetry makes it achiral.
« Last Edit: October 05, 2004, 12:35:09 PM by Demotivator »

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