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Which of the following statement regardi...

Which of the following statement regarding `1,2`- dimethylcyclopropane (I) and `1,2`- dimethyl cyclobutane (II) are wrong

A

Both of them show three stereoisomers.

B

The cis form of both is optically inactive (meso) and the trans form the both has a pair of enantiomers.

C

The cis form of both has a pair of enantiomers and the trans form of both is optically inactive (meso).

D

The meso form of both is optically inactive due to the presence of the centre of symmetry.

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The correct Answer is:
To determine which statements regarding `1,2`-dimethylcyclopropane (I) and `1,2`-dimethylcyclobutane (II) are wrong, we need to analyze the stereoisomers of both compounds. ### Step 1: Analyze 1,2-dimethylcyclopropane 1. **Draw the structure**: - The structure of `1,2`-dimethylcyclopropane has two methyl groups attached to the first and second carbon of a cyclopropane ring. 2. **Identify stereoisomers**: - **Cis form**: Both methyl groups are on the same side. This form has a plane of symmetry, making it a meso compound and optically inactive. - **Trans form**: One methyl group is above the plane and the other is below. This form does not have a plane of symmetry, leading to two enantiomers (optically active). 3. **Count stereoisomers**: - Total stereoisomers for `1,2`-dimethylcyclopropane: 3 (1 meso + 2 enantiomers). ### Step 2: Analyze 1,2-dimethylcyclobutane 1. **Draw the structure**: - The structure of `1,2`-dimethylcyclobutane has two methyl groups on the first and second carbon of a cyclobutane ring. 2. **Identify stereoisomers**: - **Cis form**: Both methyl groups are on the same side. This form also has a plane of symmetry, making it a meso compound and optically inactive. - **Trans form**: One methyl group is above the plane and the other is below. This form does not have a plane of symmetry, leading to two enantiomers (optically active). 3. **Count stereoisomers**: - Total stereoisomers for `1,2`-dimethylcyclobutane: 3 (1 meso + 2 enantiomers). ### Step 3: Evaluate the statements 1. **Statement 1**: Both of them show 3 stereoisomers. - **Evaluation**: Correct. Both compounds have 3 stereoisomers. 2. **Statement 2**: The cis form of both is optically inactive meso and the trans form has a pair of enantiomers. - **Evaluation**: Correct. The cis forms are meso and optically inactive, while the trans forms are enantiomers. 3. **Statement 3**: The cis form of both has a pair of enantiomers. - **Evaluation**: Incorrect. The cis forms are meso compounds and do not have enantiomers. 4. **Statement 4**: The meso form is optically inactive due to the presence of a center of symmetry. - **Evaluation**: Incorrect. The meso form is optically inactive due to the presence of a plane of symmetry, not a center of symmetry. ### Conclusion The wrong statements are: - Statement 3: "The cis form of both has a pair of enantiomers." - Statement 4: "The meso form is optically inactive due to the presence of a center of symmetry."
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CENGAGE CHEMISTRY ENGLISH-ISOMERISM-Multiple choice questions (Exercise)
  1. The angle strain in cyclohexane is :

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  2. Which of the following statements are correct?

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  3. Which of the following statement regarding 1,2- dimethylcyclopropane (...

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  4. Which of the following statements regarding 1,3- dimethyl cyclobutane ...

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  5. Which of the following statements regarding 1,3- dimethl cyclobutane i...

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  6. Which of the following statements regarding 1,2-dimethyl cyclo-pentane...

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  7. The configuration of sugars is related to glyceraldehyde and that of a...

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  8. Which of the following statement are true?

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  9. Which of the following statements are correct?

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  10. Which of the following statements are wrong?

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  11. Which of the following statements are correct?

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  12. Which of the following statements are wrong?

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  13. Which of the following statements are correct?

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  14. Which of the following statements are correct?

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  15. Which of the following statements are wrong?

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  16. Only two isomeric monochloro derivatives are possible for

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  17. Keto-enol tautomerism is observed in

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  18. Which of the following has/have asymmetric carbon atom?

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  19. The molecule (s) that will have dipole moment is/are:

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  20. Which one of the following compounds will show geometrical isomerism ?

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