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Haloalkanes and Haloarenes question

2025 · 28 Jan · Shift 1 · Q22
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Haloalkanes and Haloarenes question

2025 · 28 Jan · Shift 1 · Q22

JEE MainChemistryHaloalkanes and HaloarenesNumerical+4 / −1
Consider the following sequence of reactions: JEE Main 2025 (Online) 28th January Morning Shift Chemistry - Haloalkanes and Haloarenes Question 8 English 11.25 mg of chlorobenzene will produce ‾\underline{\hspace{2cm}}​×10−1mg\times 10^{-1} \mathrm{mg}×10−1mg of product B. (Consider the reactions result in complete conversion.) [Given molar mass of C,H,O,N\mathrm{C}, \mathrm{H}, \mathrm{O}, \mathrm{N}C,H,O,N and Cl as 12,1,16,1412,1,16,1412,1,16,14 and 35.5 g mol−135.5 \mathrm{~g} \mathrm{~mol}^{-1}35.5 g mol−1 respectively]
Numerical answer
View written solutionFree

Correct answer: 93

  1. Identify the reaction sequence

Chlorobenzene on nitration gives nitrochlorobenzene, and subsequent hydrolysis of the chlorine substituent gives nitrophenol as product BBB.

Thus, overall mole ratio is:

1 mol chlorobenzene→1 mol product B1\text{ mol chlorobenzene} \to 1\text{ mol product }B1 mol chlorobenzene→1 mol product B
  1. Molar mass of chlorobenzene

Chlorobenzene is C6H5Cl\mathrm{C_6H_5Cl}C6​H5​Cl.

M(C6H5Cl)=6(12)+5(1)+35.5=72+5+35.5=112.5 g mol−1M(\mathrm{C_6H_5Cl}) = 6(12)+5(1)+35.5 = 72+5+35.5 = 112.5\,\text{g mol}^{-1}M(C6​H5​Cl)=6(12)+5(1)+35.5=72+5+35.5=112.5g mol−1
  1. Moles of chlorobenzene taken

Given mass = 11.25 mg=11.25×10−3 g11.25\,\text{mg} = 11.25 \times 10^{-3}\,\text{g}11.25mg=11.25×10−3g

n=11.25×10−3112.5=10−4 moln = \frac{11.25\times 10^{-3}}{112.5} = 10^{-4}\,\text{mol}n=112.511.25×10−3​=10−4mol

So, moles of product BBB formed are also:

10−4 mol10^{-4}\,\text{mol}10−4mol
  1. Molar mass of product BBB

Product BBB is nitrophenol: C6H5NO3\mathrm{C_6H_5NO_3}C6​H5​NO3​.

M(C6H5NO3)=6(12)+5(1)+14+3(16)M(\mathrm{C_6H_5NO_3}) = 6(12)+5(1)+14+3(16)M(C6​H5​NO3​)=6(12)+5(1)+14+3(16) =72+5+14+48=139 g mol−1=72+5+14+48=139\,\text{g mol}^{-1}=72+5+14+48=139g mol−1
  1. Mass of product formed
m=nM=10−4×139=1.39×10−2 gm = nM = 10^{-4}\times 139 = 1.39\times 10^{-2}\,\text{g}m=nM=10−4×139=1.39×10−2g

Convert to mg:

1.39×10−2 g=13.9 mg1.39\times 10^{-2}\,\text{g} = 13.9\,\text{mg}1.39×10−2g=13.9mg

Now express as ‾×10−1 mg\underline{\hspace{2cm}} \times 10^{-1}\,\text{mg}​×10−1mg:

13.9 mg=139×10−1 mg13.9\,\text{mg} = 139\times 10^{-1}\,\text{mg}13.9mg=139×10−1mg

So the required integer should be:

139\boxed{139}139​
  1. Comparison with stored answer

Stored correct answer = 939393

My derived answer is 139139139. Hence, I do not agree with the stored answer.

A value of 939393 would correspond to a product of molar mass 93 g mol−193\,\text{g mol}^{-1}93g mol−1 for 10−410^{-4}10−4 mol, which does not match the likely product from the given reaction sequence starting from chlorobenzene under complete conversion to nitrophenol.

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