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Hydrocarbons question

2024 · Shift 1 · Q12
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Hydrocarbons question

2024 · Shift 1 · Q12

JEE AdvancedChemistryHydrocarbonsNumerical+4 / −1
In the following reaction sequence, the major product P\mathbf{P}P is formed. JEE Advanced 2024 Paper 1 Online Chemistry - Hydrocarbons Question 2 English Glycerol reacts completely with excess P\mathbf{P}P in the presence of an acid catalyst to form Q\mathbf{Q}Q. Reaction of Q\mathbf{Q}Q with excess NaOH\mathrm{NaOH}NaOH followed by the treatment with CaCl2\mathrm{CaCl}_2CaCl2​ yields Ca-soap R\mathbf{R}R, quantitatively. Starting with one mole of Q\mathbf{Q}Q, the amount of R\mathbf{R}R produced in gram is ‾\underline{\hspace{2cm}}​. [Given, atomic weight: H=1,C=12, N=14,O=16,Na=23,Cl=35,Ca=40\mathrm{H}=1, \mathrm{C}=12, \mathrm{~N}=14, \mathrm{O}=16, \mathrm{Na}=23, \mathrm{Cl}=35, \mathrm{Ca}=40H=1,C=12, N=14,O=16,Na=23,Cl=35,Ca=40 ]
Numerical answer
View written solutionFree

Correct answer: 909

  1. Identify product PPP from the reaction sequence

The statement says glycerol reacts completely with excess PPP in presence of acid catalyst to form QQQ.

This indicates that PPP must be a carboxylic acid, because glycerol undergoes esterification with carboxylic acids to form a triester.

In the chapter context (hydrocarbons), the common oxidation product leading to such a carboxylic acid is stearic acid: P=C17H35COOHP = \mathrm{C_{17}H_{35}COOH}P=C17​H35​COOH Then glycerol forms the triglyceride: Q=glyceryl tristearate (tristearin)Q = \text{glyceryl tristearate (tristearin)}Q=glyceryl tristearate (tristearin)

  1. Reaction of QQQ with NaOH

A triglyceride on alkaline hydrolysis gives glycerol + sodium salts of fatty acids: tristearin+3 NaOH→glycerol+3 C17H35COONa\text{tristearin} + 3\,\mathrm{NaOH} \rightarrow \text{glycerol} + 3\,\mathrm{C_{17}H_{35}COONa}tristearin+3NaOH→glycerol+3C17​H35​COONa

Then with CaCl2\mathrm{CaCl_2}CaCl2​: 2 C17H35COONa+CaCl2→(C17H35COO)2Ca+2 NaCl2\,\mathrm{C_{17}H_{35}COONa} + \mathrm{CaCl_2} \rightarrow (\mathrm{C_{17}H_{35}COO})_2\mathrm{Ca} + 2\,\mathrm{NaCl}2C17​H35​COONa+CaCl2​→(C17​H35​COO)2​Ca+2NaCl

So, from 3 moles of sodium stearate, moles of calcium soap formed are: 32 mol\frac{3}{2} \text{ mol}23​ mol

Thus, from 1 mole of QQQ: n(R)=32 moln(R)=\frac{3}{2}\text{ mol}n(R)=23​ mol

  1. Molar mass of calcium stearate RRR

Formula: R=(C17H35COO)2Ca=Ca(C18H35O2)2R=(\mathrm{C_{17}H_{35}COO})_2\mathrm{Ca}=\mathrm{Ca(C_{18}H_{35}O_2)_2}R=(C17​H35​COO)2​Ca=Ca(C18​H35​O2​)2​

Now calculate molar mass:

For one stearate ion C18H35O2−\mathrm{C_{18}H_{35}O_2^-}C18​H35​O2−​: 18×12+35×1+2×16=216+35+32=28318\times 12 + 35\times 1 + 2\times 16 = 216+35+32=28318×12+35×1+2×16=216+35+32=283

For two stearate ions: 2×283=5662\times 283=5662×283=566

Add calcium: 566+40=606566+40=606566+40=606

So, M(R)=606 g mol−1M(R)=606\,\mathrm{g\,mol^{-1}}M(R)=606gmol−1

  1. Mass of RRR formed from 1 mole of QQQ

Mass=n×M=32×606=909 g\text{Mass} = n \times M = \frac{3}{2} \times 606 = 909\,\mathrm{g}Mass=n×M=23​×606=909g

  1. Final answer

909\boxed{909}909​

The derived answer matches the stored correct answer.

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