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Basics of Organic Chemistry question

2022 · 29 Jul · Shift 2 · Q11
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Basics of Organic Chemistry question

2022 · 29 Jul · Shift 2 · Q11

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
Given below are two statements. Statement I : The compound JEE Main 2022 (Online) 29th July Evening Shift Chemistry - Basics of Organic Chemistry Question 115 English 1 is optically active. Statement II : JEE Main 2022 (Online) 29th July Evening Shift Chemistry - Basics of Organic Chemistry Question 115 English 2 is mirror image of above compound A. In the light of the above statement, choose the most appropriate answer from the options given below.
  1. A
    Both Statement I and Statement II are correct.
  2. B
    Both Statement I and Statement II are incorrect.
  3. C
    Statement I is correct but Statement II is incorrect.
  4. D
    Statement I is incorrect but Statement II is correct.
View written solutionFree

Correct answer: C

  1. Interpret the structures

    The question compares a compound AAA and another drawn structure claimed to be its mirror image.

    From the given stereochemical drawing, compound AAA has stereogenic carbon center(s). So we first test whether AAA is chiral.

  2. Check Statement I: "The compound is optically active."

    A compound is optically active if it is chiral, i.e. it is non-superimposable on its mirror image.

    In the given structure, the tetrahedral carbon is attached to four different groups / arranged in such a way that no plane of symmetry exists. Therefore the molecule is chiral.

    Hence, the compound is optically active.

    So, Statement I is correct.

  3. Check Statement II: "The second structure is mirror image of compound A."

    To be the mirror image, every stereocenter must have opposite configuration relative to the original.

    On comparing the two drawings, the second structure is not the true mirror image of AAA; rather, it can be obtained by a rotation/reorientation mismatch and does not represent inversion at all stereocenter(s) as required for a mirror image.

    Therefore, Statement II is incorrect.

  4. Conclusion

    • Statement I: Correct
    • Statement II: Incorrect

    Therefore, the correct option is:

    C\boxed{\text{C}}C​

  5. Compare with stored answer

    Stored correct answer = C\text{C}C.

    Our derived answer matches the stored answer.

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