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Basics of Organic Chemistry question

2022 · 26 Jul · Shift 2 · Q6
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Basics of Organic Chemistry question

2022 · 26 Jul · Shift 2 · Q6

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
The correct decreasing order of priority of functional groups in naming an organic Question: compound as per IUPAC system of nomenclature is
  1. A
    −COOH>−CONH2>−COCl>−CHO-\mathrm{COOH}\gt -\mathrm{CONH}_{2}\gt -\mathrm{COCl}\gt -\mathrm{CHO}−COOH>−CONH2​>−COCl>−CHO
  2. B
    SO3H>−COCl>−CONH2>−CN\mathrm{SO}_{3} \mathrm{H}\gt -\mathrm{COCl}\gt -\mathrm{CONH}_{2}\gt -\mathrm{CN}SO3​H>−COCl>−CONH2​>−CN
  3. C
    JEE Main 2022 (Online) 26th July Evening Shift Chemistry - Basics of Organic Chemistry Question 125 English Option 3
  4. D
    −COOH>−COOR>−CONH2>−COCl-\mathrm{COOH}\gt -\mathrm{COOR}\gt -\mathrm{CONH}_{2}\gt -\mathrm{COCl}−COOH>−COOR>−CONH2​>−COCl
View written solutionFree

Correct answer: B

  1. Recall the IUPAC priority order of principal functional groups

    For naming organic compounds, the relevant decreasing order of priority among the listed groups is:

    −extCOOH>−extSO3extH>−extCOOR>−extCOCl>−extCONH2>−extCN>−extCHO- ext{COOH} > - ext{SO}_3 ext{H} > - ext{COOR} > - ext{COCl} > - ext{CONH}_2 > - ext{CN} > - ext{CHO}−extCOOH>−extSO3​extH>−extCOOR>−extCOCl>−extCONH2​>−extCN>−extCHO

    More specifically for the groups appearing in the options:

    −extCOOH>−extSO3extH>−extCOOR>−extCOCl>−extCONH2>−extCN>−extCHO- ext{COOH} > - ext{SO}_3 ext{H} > - ext{COOR} > - ext{COCl} > - ext{CONH}_2 > - ext{CN} > - ext{CHO}−extCOOH>−extSO3​extH>−extCOOR>−extCOCl>−extCONH2​>−extCN>−extCHO

  2. Check option A

    Option A says: −extCOOH>−extCONH2>−extCOCl>−extCHO- ext{COOH} > - ext{CONH}_2 > - ext{COCl} > - ext{CHO}−extCOOH>−extCONH2​>−extCOCl>−extCHO

    But acid chloride has higher priority than amide: −extCOCl>−extCONH2- ext{COCl} > - ext{CONH}_2−extCOCl>−extCONH2​

    So A is incorrect.

  3. Check option B

    Option B says: −extSO3extH>−extCOCl>−extCONH2>−extCN- ext{SO}_3 ext{H} > - ext{COCl} > - ext{CONH}_2 > - ext{CN}−extSO3​extH>−extCOCl>−extCONH2​>−extCN

    This matches the standard priority order: −extSO3extH>−extCOCl>−extCONH2>−extCN- ext{SO}_3 ext{H} > - ext{COCl} > - ext{CONH}_2 > - ext{CN}−extSO3​extH>−extCOCl>−extCONH2​>−extCN

    So B is correct.

  4. Check option D

    Option D says: −extCOOH>−extCOOR>−extCONH2>−extCOCl- ext{COOH} > - ext{COOR} > - ext{CONH}_2 > - ext{COCl}−extCOOH>−extCOOR>−extCONH2​>−extCOCl

    But acid chloride has higher priority than amide: −extCOCl>−extCONH2- ext{COCl} > - ext{CONH}_2−extCOCl>−extCONH2​

    Therefore D is incorrect.

  5. Conclusion

    The correct decreasing order given in the options is: oxed{- ext{SO}_3 ext{H} > - ext{COCl} > - ext{CONH}_2 > - ext{CN}}

    Hence, the correct option is B.

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