Organic Chemistry Basics - Result Question 22

28. Which of the given statement(s) about $N, O, P$ and $Q$ with respect to $M$ is/are correct?

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(2012)

(a) $M$ and $N$ are non-mirror image stereoisomers

(b) $M$ and $O$ are identical

(c) $M$ and $P$ are enantiomers

(d) $M$ and $Q$ are identical

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Answer:

Correct Answer: 28. (a, b, c)

Solution:

  1. Converting all of them into Fischer projection.

<img src=“https://imagedelivery.net/YfdZ0yYuJi8R0IouXWrMsA/dc655734-b6ba-4239-0039-639286c55600/public"width="250">

<img src=“https://imagedelivery.net/YfdZ0yYuJi8R0IouXWrMsA/77ee25c4-2e3d-4443-d87f-082ceaad7700/public"width="350">

$M$ and $O$ are identical.

NOTE Fischer projection represents eclipse form of Sawhorse projection.

For comparision purpose, similar types of eclipse conformers must be drawn i.e. both vertically up or both vertically down.

<img src=“https://temp-public-img-folder.s3.amazonaws.com/sathee.prutor.images/sathee_image/cropped_2024_01_16_b4fdca9f34924034e8d8g-310_jpg_height_499_width_703_top_left_y_2115_top_left_x_337.jpg"width="300">

$M$ and $P$ are non-superimposable mirror images, hence, enantiomers.

<img src=“https://temp-public-img-folder.s3.amazonaws.com/sathee.prutor.images/sathee_image/cropped_2024_01_16_b4fdca9f34924034e8d8g-310_jpg_height_462_width_671_top_left_y_452_top_left_x_1303.jpg"width="300">

$M$ and $Q$ are non-identical they are diastereomers.