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Medical College Admission Test
Chemical and Physical Foundations of Biological Systems

Stereochemistry of 2,3-Butanediol

Very Hard Organic Chemistry Stereochemistry

In the study of stereochemistry, compounds with the same molecular formula can exist as stereoisomers, which have different spatial arrangements of atoms. Consider two stereoisomers of 2,3-butanediol: one is the meso form and the other is the enantiomerically pure form. The meso compound exhibits an internal plane of symmetry, while the enantiomer does not. As a result, they have different physical properties despite sharing the same molecular formula. Based on this information, answer the following question:

Which of the following statements correctly describes the relationship between the meso form and the enantiomer of 2,3-butanediol?

Hint

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