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Question

The correct statement(s) about the relationship for the H-atoms in the following compounds is (are):

To solve this problem, we need to determine the relationship between the hydrogen atoms in the given compounds. Let's analyze each pair of hydrogens to identify if they are enantiotopic, diastereotopic, or homotopic.

Definitions:

  • Enantiotopic: When the replacement of one hydrogen at a time by another group generates molecules that are non-superimposable mirror images (enantiomers).
  • Diastereotopic: When the replacement of one hydrogen at a time by another group generates molecules that are not mirror images (diastereomers).
  • Homotopic: When the replacement of one hydrogen at a time results in the same compound.

Analysis:

  1. Consider $H_1$ and $H_3$:
    • If we replace $H_1$ and $H_3$ one at a time, we form enantiomers because the molecule will have a chiral center after replacement.
    • Therefore, $H_1$ and $H_3$ are \(enantiotopic\).
  2. Consider $H_2$ and $H_3$:
    • Replacing $H_2$ and $H_3$ one at a time will result in diastereomers due to the presence of additional stereogenic centers.
    • Hence, $H_2$ and $H_3$ are \(diastereotopic\).
  3. Consider $H_5$ and $H_7$:
    • Replacing $H_5$ and $H_7$ one at a time results in enantiomers.
    • Thus, $H_5$ and $H_7$ are \(enantiotopic\).
  4. Consider $H_6$ and $H_7$:
    • Replacing $H_6$ and $H_7$ does not change the molecule at all, resulting in identical structures.
    • Therefore, $H_6$ and $H_7$ are \(homotopic\).

Conclusion:

The correct statements are:

  • $H_1$ and $H_3$ are enantiotopic; $H_2$ and $H_3$ are diastereotopic.
  • $H_5$ and $H_7$ are enantiotopic; $H_6$ and $H_7$ are homotopic.

 

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Important Questions from Stereochemistry

  1. The specific rotation of enantiomerically pure (S)-2-butanol is $+14^\circ$. The specific rotation of enantiomeric mixture of 2-butanol obtained from an asymmetric reduction of 2-butanone is found to be $+7^\circ$. The percentage of (R)-2-butanol present in the reaction mixture is ________ (in integer).

  2. In the following reaction, 13.4 grams of aldehyde P gave a diastereomeric mixture of alcohols Q and R in a ratio of 2:1. If the yield of the reaction is 80%, then the amount of Q (in grams) obtained is ________ (in integer).

  3. The number of possible stereoisomers for cyclononene is ______________

  4. Hydration of fumaric acid gives malic acid as shown below. Assume that addition of water takes place specifically from A face or B face. The correct statement pertaining to stereochemistry of malic acid formed is 

  5. The number of possible stereoisomers obtained in the following reaction is _____________

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