HardChemistryHigh School (11–12)Organic Compounds with Functional Groups › Alcohols, Phenols and EthersNumerical

A student boils 0.2000 g of an aryl methyl ether of molar mass 138.17 g/mol with hydrogen iodide…

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A student boils $0.2000\ \text{g}$ of an aryl methyl ether of molar mass $138.17\ \text{g/mol}$ with hydrogen iodide. The iodomethane is carried into silver nitrate, and $0.6798\ \text{g}$ of silver iodide is collected. Use $234.772\ \text{g/mol}$ for AgI and $31.034\ \text{g/mol}$ for OCH $_3$ . Find the percentage of OCH $_3$ in the compound and the number of OCH $_3$ groups in one molecule.

Need a reminder? The key ideaShow

Degree of unsaturation $= \dfrac{2C + 2 - H}{2}$ . Each group of equivalent hydrogens gives one NMR signal. The OH signal disappears with $\text{D}_2\text{O}$ . The molecular ion has $m/z = M$ . Zeisel: one AgI for each OCH $_3$ group, $w(\text{OCH}_3) = \dfrac{n(\text{AgI}) \times 31.034}{m(\text{sample})}$ .

The worked solution

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