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Presence of chiral center is not an esse...

Presence of chiral center is not an essential condition to show optical isomerism. Essential condition is, compound should show non-superimposable mirror image.
Allenes do not contain chiral center but show optical isomerism when different groups are attached on double bonded carbons.
Biphenyls also show optical isomerism when both rings are perpendicular to each other and any ring should not contain plane of symmetry.
Which of the following compounds can be resolved in enantiomeric form?

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given compounds can be resolved in enantiomeric form, we need to analyze the conditions for optical isomerism based on the information provided in the question. Here’s a step-by-step solution: ### Step 1: Understand Optical Isomerism Optical isomerism occurs when a compound can exist in two non-superimposable mirror images (enantiomers). A key point is that the presence of a chiral center is not the only requirement; the compound must also lack a plane of symmetry. **Hint:** Remember that a plane of symmetry divides a molecule into two equal halves. If such a plane exists, the compound is likely optically inactive. ### Step 2: Analyze the Compounds We will evaluate each compound based on the criteria mentioned: 1. **First Compound:** - Check for a plane of symmetry. - If a plane can be drawn that divides the molecule into two equal halves, it is optically inactive. 2. **Second Compound (Allene):** - Allene can exhibit optical isomerism if it has different groups attached to its double-bonded carbons. - If there is a plane of symmetry, it will be optically inactive. 3. **Third Compound:** - Analyze the configuration of groups around the double bond. - If the groups are arranged such that they create non-superimposable mirror images, it can be optically active. 4. **Fourth Compound (Biphenyl):** - For biphenyls, they can show optical isomerism if the two rings are perpendicular and do not possess a plane of symmetry. - Check the orientation of the bulky groups and their positions (ortho, meta, para). ### Step 3: Conclusion After analyzing each compound based on the above criteria: - **First Compound:** Optically inactive due to the presence of a plane of symmetry. - **Second Compound (Allene):** Optically inactive due to symmetry. - **Third Compound:** Optically active if the groups around the double bond are arranged correctly. - **Fourth Compound:** Optically inactive due to planar arrangement caused by the positions of the bulky groups. Thus, the compound that can be resolved in enantiomeric form is the **Third Compound**. ### Final Answer: The third compound can be resolved in enantiomeric form. ---

To determine which of the given compounds can be resolved in enantiomeric form, we need to analyze the conditions for optical isomerism based on the information provided in the question. Here’s a step-by-step solution: ### Step 1: Understand Optical Isomerism Optical isomerism occurs when a compound can exist in two non-superimposable mirror images (enantiomers). A key point is that the presence of a chiral center is not the only requirement; the compound must also lack a plane of symmetry. **Hint:** Remember that a plane of symmetry divides a molecule into two equal halves. If such a plane exists, the compound is likely optically inactive. ### Step 2: Analyze the Compounds ...
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