Sign in
12thPass logo
New chatPYQ LibraryDoubtsRank report
Sign in to see Recents

Your guest activity stays on this device

Sign in to save progress →
Sign in

Basics of Organic Chemistry question

2019 · 12 Apr · Shift 2 · Q20
Guest · filters and generic practice availableBrowsing as a guest · PYQ filters and generic practice are available. Sign in only for personalised features and saved progress.
  1. PYQ Library
  2. /JEE Main
  3. /Chemistry
  4. /Basics of Organic Chemistry
  5. /2019 · 12 Apr · Shift 2 · Q20

Basics of Organic Chemistry question

2019 · 12 Apr · Shift 2 · Q20

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
The IUPAC name for the following compound is : JEE Main 2019 (Online) 12th April Evening Slot Chemistry - Basics of Organic Chemistry Question 193 English
  1. A
    3, 5-dimethyl-4-propylhept-1-en-6-yne
  2. B
    3-methyl-4-(3-methylprop-1-enyl)-1-heptyne
  3. C
    3-methyl-4-(1-methylprop-2-enyl)-1-heptene
  4. D
    3,5-dimethyl-4-propylhept-6-en-1-yne
View written solutionFree

Correct answer: A

  1. Interpret the structure implied by the options

    We need identify the correct IUPAC name among the four choices. The key points to check are:

    • longest chain containing the maximum number of multiple bonds,
    • correct numbering giving lowest locants to multiple bonds,
    • correct choice between parent-chain naming and substituent naming,
    • proper order of suffixes: $-en- before $-yne in the name.
  2. Find the parent chain

    From the options, the consistent main skeleton is a 7-carbon chain containing one double bond and one triple bond. Hence the parent is hept-en-yne.

    Also, one option treats a part as a substituent (options B, C), while others treat it as part of the main chain (A, D). By IUPAC rule, the parent chain must include the maximum number of multiple bonds. Therefore the correct parent must include both the double bond and the triple bond in the main chain.

    So options B and C are rejected.

  3. Number the chain correctly

    We now compare A and D:

    • A: hept-1-en-6-yne
    • D: hept-6-en-1-yne

    Both give the set of locants for multiple bonds as {1,6}. In such a tie, IUPAC gives preference to the double bond getting the lower number.

    Therefore: hept-1-en-6-yne\text{hept-1-en-6-yne}hept-1-en-6-yne is preferred over hept-6-en-1-yne\text{hept-6-en-1-yne}hept-6-en-1-yne

    So A is preferred over D.

  4. Check substituents

    On this 7-carbon chain, the substituents are:

    • methyl at carbon 3,
    • propyl at carbon 4,
    • methyl at carbon 5.

    Thus substituents are: 3,5-dimethyl and 4-propyl3,5\text{-dimethyl and }4\text{-propyl}3,5-dimethyl and 4-propyl

    Putting all together: 3,5-dimethyl-4-propylhept-1-en-6-yne\boxed{3,5\text{-dimethyl-}4\text{-propylhept-1-en-6-yne}}3,5-dimethyl-4-propylhept-1-en-6-yne​

  5. Evaluate options

    • A: 3,53,53,5-dimethyl-444-propylhept-111-en-666-yne ✅
    • B: parent chain chosen incorrectly ❌
    • C: parent chain chosen incorrectly ❌
    • D: numbering gives double bond higher locant, not preferred ❌
  6. Final answer

    The correct IUPAC name is: 3,5-dimethyl-4-propylhept-1-en-6-yne\boxed{\text{3,5-dimethyl-4-propylhept-1-en-6-yne}}3,5-dimethyl-4-propylhept-1-en-6-yne​

PreviousNext

More from Basics of Organic Chemistry

  • Among the following four aromatic compounds, which one will have the lowest melting point ?2019 · MCQ
  • The IUPAC name of the following compound is : Includes diagram2018 · MCQ
  • The correct match between items of List-I and List-II is : Includes table2018 · MCQ
  • Two compounds I and II are eluted by column chromatography (adsorption of I > II). Which one of following is a correct statement ?2018 · MCQ
  • On treatment of the following compound with a strong acid, the most susceptible site for bond cleavage is : Includes diagram2018 · MCQ
  • The IUPAC name of the following compound is : Includes diagram2017 · MCQ
  • A mixture containing the following four compounds is extracted with 1MHCl. The compound that goes to aqueous layer is : Includes diagram2017 · MCQ
  • Which of the following statements is not true about partition chromatography?2017 · MCQ