Answer to Question #199052 in Organic Chemistry for Jenna F

Question

Hexamethylenediamine (C₆H₁₆N₂) is one of the starting materials for the production of nylon. It can be prepared from adipic acid (C₆H₁₀O₄) by the following overall reaction:

C₆H₁₀O₄(l) + 2 NH₃(g) + 4 H₂(g) → C₆H₁₆N₂(l) + 4 H₂O(l)

What is the percent yield if 160.0 g hexamethylenediamine is made from 386.9 g adipic acid?

Answer 1

Solution:

Balanced chemical equation:

C₆H₁₀O₄(l) + 2NH₃(g) + 4H₂(g) → C₆H₁₆N₂(l) + 4H₂O(l)

The molar mass of adipic acid (C₆H₁₀O₄) is 146.14 g/mol.

Therefore,

(386.9 g C₆H₁₀O₄) × (1 mol C₆H₁₀O₄ / 146.14 g C₆H₁₀O₄) = 2.6475 mol

According to the equation above: n(C₆H₁₀O₄) = n(C₆H₁₆N₂)

n(C₆H₁₆N₂) = n(C₆H₁₀O₄) = 2.6475 mol

The molar mass of hexamethylenediamine (C₆H₁₆N₂) is 116.21 g/mol.

Therefore,

(2.6475 mol C₆H₁₆N₂) × (116.21 g C₆H₁₆N₂ / 1 mol C₆H₁₆N₂) = 307.66 g C₆H₁₆N₂ = 307.7 g C₆H₁₆N₂

307.7 g C₆H₁₆N₂ - theoretical yield

160.0 g C₆H₁₆N₂ - practical yield

%C₆H₁₆N₂ = (160.0 g / 307.7 g) × 100% = 51.999% = 52.0%

%C₆H₁₆N₂ = 52.0%

Answer: 52.0%