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Practical Organic Chemistry question

2022 · 29 Jul · Shift 1 · Q23
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Practical Organic Chemistry question

2022 · 29 Jul · Shift 1 · Q23

JEE MainChemistryPractical Organic ChemistryNumerical+4 / −1
In bromination of Propyne, with Bromine, 1, 1, 2, 2-tetrabromopropane is obtained in 27% yield. The amount of 1, 1, 2, 2-tetrabromopropane obtained from 1 g of Bromine in this reaction is ‾×\underline{\hspace{2cm}}\times​× 10 −-− 1 g. (Nearest integer) (Molar Mass : Bromine = 80 g/mol)
Numerical answer
View written solutionFree

Correct answer: 3

  1. Write the reaction stoichiometry

Propyne adds two molecules of bromine to form 1,1,2,21,1,2,21,1,2,2-tetrabromopropane:

\text{CH}_3\!-\text{C}\equiv\text{CH} + 2\text{Br}_2 \longrightarrow \text{CH}_3\!-\text{CBr}_2\!-\text{CHBr}_2

So,

  • 222 mol of Br2\text{Br}_2Br2​ give 111 mol of product.

  1. Moles of bromine taken

Given mass of bromine = 1 g1\,\text{g}1g

Molar mass of bromine molecule:

M(Br2)=2×80=160 g mol−1M(\text{Br}_2)=2\times 80=160\,\text{g mol}^{-1}M(Br2​)=2×80=160g mol−1

Hence moles of bromine:

n(Br2)=1160 moln(\text{Br}_2)=\frac{1}{160}\,\text{mol}n(Br2​)=1601​mol


  1. Theoretical moles of product

Since 222 mol Br2\text{Br}_2Br2​ produce 111 mol product,

n(product)theoretical=1/1602=1320 moln(\text{product})_{\text{theoretical}}=\frac{1/160}{2}=\frac{1}{320}\,\text{mol}n(product)theoretical​=21/160​=3201​mol


  1. Actual moles at 27% yield

Given yield = 27%27\%27%

n(product)actual=0.27×1320=2732000 moln(\text{product})_{\text{actual}}=0.27\times \frac{1}{320}=\frac{27}{32000}\,\text{mol}n(product)actual​=0.27×3201​=3200027​mol


  1. Molar mass of 1,1,2,21,1,2,21,1,2,2-tetrabromopropane

Formula: C3H4Br4\text{C}_3\text{H}_4\text{Br}_4C3​H4​Br4​

Using C=12\text{C}=12C=12, H=1\text{H}=1H=1, Br=80\text{Br}=80Br=80:

M=3(12)+4(1)+4(80)=36+4+320=360 g mol−1M = 3(12)+4(1)+4(80)=36+4+320=360\,\text{g mol}^{-1}M=3(12)+4(1)+4(80)=36+4+320=360g mol−1


  1. Mass of product obtained

m=n×M=2732000×360m = n\times M = \frac{27}{32000}\times 360m=n×M=3200027​×360

m=0.30375 gm = 0.30375\,\text{g}m=0.30375g

This is approximately:

0.3 g=3×10−1 g0.3\,\text{g} = 3\times 10^{-1}\,\text{g}0.3g=3×10−1g

So the required integer is:

3\boxed{3}3​


  1. Comparison with stored answer

Stored correct answer = 333

Our derived answer also = 333, so they agree.

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