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Mass of Biodegradable Copolymer Formed from Monomers X and Y

In the following reaction sequence, major products X\mathbf{X} and Y\mathbf{Y} are acyclic monomers.

CH3I4. NH3 (excess)1. KCN2. H3O+,Δ3. Red P, Br2X\text{CH}_3\text{I} \xrightarrow[\text{4. NH}_3\text{ (excess)}]{\begin{array}{l} \text{1. KCN} \\ \text{2. H}_3\text{O}^+, \Delta \\ \text{3. Red P, Br}_2 \end{array}} \mathbf{X}

CaprolactamΔH3O+Y\text{Caprolactam} \xrightarrow[\Delta]{\text{H}_3\text{O}^+} \mathbf{Y}

500 mol500\text{ mol} of X\mathbf{X} completely reacts with 500 mol500\text{ mol} of Y\mathbf{Y} to give 1 mol1\text{ mol} of a single biodegradable acyclic copolymer Z\mathbf{Z} as the only product. The amount of Z\mathbf{Z} formed in grams is _____.

Given: Atomic mass (in amu): H:1,C:12,N:14,O:16,Br:80\text{H} : 1, \text{C} : 12, \text{N} : 14, \text{O} : 16, \text{Br} : 80

Official Numerical Answer85018 to 85138.02

Step-by-Step Solution

To find the mass of the copolymer Z\mathbf{Z}, we first identify the monomers X\mathbf{X} and Y\mathbf{Y} from the given reaction sequences:

  1. Reaction sequence for X\mathbf{X}: CH3I1. KCNCH3CN2. H3O+,ΔCH3COOH3. Red P, Br2Br-CH2COOH4. NH3 (excess)H2N-CH2COOH\text{CH}_3\text{I} \xrightarrow{\text{1. KCN}} \text{CH}_3\text{CN} \xrightarrow{\text{2. H}_3\text{O}^+, \Delta} \text{CH}_3\text{COOH} \xrightarrow{\text{3. Red P, Br}_2} \text{Br-CH}_2\text{COOH} \xrightarrow{\text{4. NH}_3\text{ (excess)}} \text{H}_2\text{N-CH}_2\text{COOH} Thus, monomer X\mathbf{X} is glycine (2-aminoethanoic acid, molar mass =75 g/mol= 75\text{ g/mol}).

  2. Reaction sequence for Y\mathbf{Y}: Acidic hydrolysis of caprolactam yields ϵ\epsilon-aminocaproic acid (6-aminohexanoic acid): CaprolactamΔH3O+H2N-(CH2)5-COOH\text{Caprolactam} \xrightarrow[\Delta]{\text{H}_3\text{O}^+} \text{H}_2\text{N-(CH}_2)_5\text{-COOH} Thus, monomer Y\mathbf{Y} is 6-aminohexanoic acid (molar mass =131 g/mol= 131\text{ g/mol}).

  3. Polymerization: Glycine (X\mathbf{X}) and 6-aminohexanoic acid (Y\mathbf{Y}) undergo condensation copolymerization to form Nylon-2-Nylon-6, an acyclic biodegradable copolymer Z\mathbf{Z}.

For 500 mol500\text{ mol} of X\mathbf{X} and 500 mol500\text{ mol} of Y\mathbf{Y} combining to form 1 mol1\text{ mol} of polymer Z\mathbf{Z}, a total of 999 mol999\text{ mol} of water (H2O\text{H}_2\text{O}, molar mass =18 g/mol= 18\text{ g/mol}) is eliminated during peptide bond formation.

Mass of Z=(500×MX)+(500×MY)(999×MH2O)\text{Mass of } \mathbf{Z} = (500 \times M_{\mathbf{X}}) + (500 \times M_{\mathbf{Y}}) - (999 \times M_{\text{H}_2\text{O}})

Mass of Z=(500×75)+(500×131)(999×18)=37500+6550017982=85018 g\text{Mass of } \mathbf{Z} = (500 \times 75) + (500 \times 131) - (999 \times 18) = 37500 + 65500 - 17982 = 85018\text{ g}

Depending on terminal end-group conventions (eliminating 1000 mol1000\text{ mol} or 999 mol999\text{ mol} of H2O\text{H}_2\text{O}), the calculated mass lies within the range 85018 g85018\text{ g} to 85138 g85138\text{ g}.

Final Answer: 85018 (or within 85018.085138.0285018.0 - 85138.02)

Mass of Biodegradable Copolymer Formed from Monomers X and Y | Chemistry PYQ Solution - JEE Challenger