Isomerism and StereochemistrymediumMCQ SINGLE

See imageIsomerism and Stereochemistry Chemistry Question

Question

See image

Chemistry diagram for: See image
Answer: C

💡 Solution & Explanation

Step 1: Identify the structures. Both structures are trimethylcyclopentane rings with three methyl substituents. We need to assign the configurations at each stereocenter and compare the two molecules. Step 2: Analyze the left structure. The cyclopentane has methyl groups at three positions. Reading the stereocenters: the top carbon has a methyl on a wedge (coming toward viewer), the bottom-left carbon has a methyl on a dash (going away), and the bottom-right carbon has a methyl on a wedge (coming toward viewer). This gives a specific set of R/S configurations at each stereocenter. Step 3: Analyze the right structure. The cyclopentane has methyl groups at three positions as well. The top carbon has a methyl on a dash (going away), the right carbon has a methyl on a wedge (coming toward viewer), and the bottom-right carbon has a methyl on a wedge (coming toward viewer). This gives configurations that are the mirror image of the left structure at each stereocenter. Step 4: Compare the two structures. When we compare the configurations at each stereocenter systematically, every stereocenter in the right structure has the opposite configuration to the corresponding stereocenter in the left structure. This means the two structures are non-superimposable mirror images of each other. Step 5: Define the relationship. Two molecules that are non-superimposable mirror images of each other with the same connectivity (constitutional structure) are enantiomers. They are not identical (would require superimposability), not diastereomers (which would require some but not all stereocenters to be inverted), and thus 'none of the above' is also incorrect. Step 6: Eliminate other options. (a) Identical - ruled out because the molecules are mirror images and non-superimposable. (b) Diastereomers - ruled out because ALL stereocenters are inverted, not just some. (d) None of the above - ruled out because enantiomers is a valid and accurate description. Therefore, the correct answer is C.

💬
Still have doubts about this question?
Send it to our AI chemistry tutor on WhatsApp — gets answered in minutes
Ask on WhatsApp →

Practice 22,000+ questions like this

AI-adaptive practice, video lectures, and full JEE Advanced Chemistry content — all in one place.

JEE Advanced · JEE Mains · NEET · IChO · AP Chemistry