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

Compounds Containing Nitrogen question

2019 · 8 Apr · Shift 1 · Q16
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. /Compounds Containing Nitrogen
  5. /2019 · 8 Apr · Shift 1 · Q16

Compounds Containing Nitrogen question

2019 · 8 Apr · Shift 1 · Q16

JEE MainChemistryCompounds Containing NitrogenMCQ+4 / −1
Coupling of benzene diazonium chloride with 1 - naphthol in alkaline medium will give :
  1. A
    JEE Main 2019 (Online) 8th April Morning Slot Chemistry - Compounds Containing Nitrogen Question 188 English Option 1
  2. B
    JEE Main 2019 (Online) 8th April Morning Slot Chemistry - Compounds Containing Nitrogen Question 188 English Option 2
  3. C
    JEE Main 2019 (Online) 8th April Morning Slot Chemistry - Compounds Containing Nitrogen Question 188 English Option 3
  4. D
    JEE Main 2019 (Online) 8th April Morning Slot Chemistry - Compounds Containing Nitrogen Question 188 English Option 4
View written solutionFree

Correct answer: C

  1. Identify the reaction type

    Benzene diazonium chloride undergoes azo coupling with activated aromatic compounds like phenols and naphthols.

    Here, the coupling partner is 1-naphthol in alkaline medium.

  2. Effect of alkaline medium

    In alkaline medium, 111-naphthol forms the naphthoxide ion, which is even more reactive toward electrophilic substitution:

    1-naphthol→alkaline medium1-naphthoxide ion\text{1-naphthol} \xrightarrow[\text{alkaline medium}]{} \text{1-naphthoxide ion}1-naphtholalkaline medium​1-naphthoxide ion

    The diazonium ion, C6H5N2+\text{C}_6\text{H}_5\text{N}_2^+C6​H5​N2+​, acts as the electrophile.

  3. Position of coupling in 1-naphthol

    In 111-naphthol, azo coupling occurs predominantly at the 2-position (the position adjacent to the −OH-OH−OH group), because this position is highly activated.

    So the product formed is:

    benzene diazonium chloride+1-naphthol→2-(phenylazo)-1-naphthol\text{benzene diazonium chloride} + \text{1-naphthol} \rightarrow \text{2-(phenylazo)-1-naphthol}benzene diazonium chloride+1-naphthol→2-(phenylazo)-1-naphthol

  4. Nature of the product

    The structure is an azo dye having the linkage:

    C6H5−N=N−naphthol ring\text{C}_6\text{H}_5-N=N-\text{naphthol ring}C6​H5​−N=N−naphthol ring

    with the −N=N−-N=N-−N=N− group at the 2-position of 111-naphthol.

  5. Match with the correct option

    The option representing 2-(phenylazo)-1-naphthol is Option C.


Final Answer

The coupling product is 2-(phenylazo)-1-naphthol, so the correct option is C.

PreviousNext

More from Compounds Containing Nitrogen

  • The major product of the following reaction is: Includes diagram2019 · MCQ
  • The major product obtained in the following reaction is : Includes diagram2019 · MCQ
  • The major products A and B for the following reactions are, respectively: Includes diagram2019 · MCQ
  • Hinsberg's reagent is :2019 · MCQ
  • The major product of following reaction is : Includes diagram2019 · MCQ
  • Arrange the following amines in the decreasing order of basicity : Includes diagram2019 · MCQ
  • The major product obtained in the following reaction is : Includes diagram2019 · MCQ
  • The major product of the following reaction is : Includes diagram2019 · MCQ