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Compounds Containing Nitrogen question

2024 · 6 Apr · Shift 1 · Q27
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Compounds Containing Nitrogen question

2024 · 6 Apr · Shift 1 · Q27

JEE MainChemistryCompounds Containing NitrogenNumerical+4 / −1
9.3 g9.3 \mathrm{~g}9.3 g of pure aniline upon diazotisation followed by coupling with phenol gives an orange dye. The mass of orange dye produced (assume 100% yield/conversion) is ‾\underline{\hspace{2cm}}​ g. (nearest integer)
Numerical answer
View written solutionFree

Correct answer: 20

  1. Identify the reaction sequence

Aniline undergoes diazotisation to form benzenediazonium chloride, which then couples with phenol to give an azo dye:

C6H5NH2→NaNO2HCl, 0−5∘CC6H5N2+Cl−\text{C}_6\text{H}_5\text{NH}_2 \xrightarrow[\text{NaNO}_2]{\text{HCl},\,0-5^\circ C} \text{C}_6\text{H}_5\text{N}_2^+\text{Cl}^-C6​H5​NH2​HCl,0−5∘CNaNO2​​C6​H5​N2+​Cl−

Then,

C6H5N2+Cl−+C6H5OH→p-hydroxyazobenzene+HCl\text{C}_6\text{H}_5\text{N}_2^+\text{Cl}^- + \text{C}_6\text{H}_5\text{OH} \rightarrow \text{p-hydroxyazobenzene} + \text{HCl}C6​H5​N2+​Cl−+C6​H5​OH→p-hydroxyazobenzene+HCl

The orange dye formed is p-hydroxyazobenzene.


  1. Find moles of aniline

Molar mass of aniline, C6H7N\text{C}_6\text{H}_7\text{N}C6​H7​N:

6×12+7×1+14=72+7+14=93 g mol−16\times 12 + 7\times 1 + 14 = 72 + 7 + 14 = 93\ \text{g mol}^{-1}6×12+7×1+14=72+7+14=93 g mol−1

Given mass of aniline = 9.3 g9.3\ \text{g}9.3 g

Moles of aniline=9.393=0.1 mol\text{Moles of aniline} = \frac{9.3}{93} = 0.1\ \text{mol}Moles of aniline=939.3​=0.1 mol


  1. Use stoichiometry

Diazotisation is a 1:11:11:1 conversion, and azo coupling with phenol also gives 1:11:11:1 formation of dye.

So,

Moles of dye formed=0.1 mol\text{Moles of dye formed} = 0.1\ \text{mol}Moles of dye formed=0.1 mol


  1. Find molar mass of the dye

The dye is ppp-hydroxyazobenzene with formula:

C12H10N2O\text{C}_{12}\text{H}_{10}\text{N}_2\text{O}C12​H10​N2​O

Molar mass:

12×12+10×1+2×14+16=144+10+28+16=198 g mol−112\times 12 + 10\times 1 + 2\times 14 + 16 = 144 + 10 + 28 + 16 = 198\ \text{g mol}^{-1}12×12+10×1+2×14+16=144+10+28+16=198 g mol−1


  1. Calculate mass of dye formed

Mass of dye=0.1×198=19.8 g\text{Mass of dye} = 0.1 \times 198 = 19.8\ \text{g}Mass of dye=0.1×198=19.8 g

Nearest integer:

20\boxed{20}20​


  1. Compare with stored answer

Stored correct answer = 202020

Our derived answer = 202020

So they agree.

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