The elementary analysis of alcohols by combustion

Exercise 2

    

An organic compound having a molar mass of $58\;\frac{g}{mol}$ contains carbon, hydrogen and oxygen. Burning $2.9\;g$ , $4.4\;g $ of $CO_2$ and $0.9\;g$ of water are collected. Try to write at least one theoretically (!) possible Lewis structure for that substance containing the alcohol function!

1) $n_A=\frac{4.9}{58}=0.05\; mol$ $n_{CO_2}=\frac{4.4}{44}=0.1\; mol$ $n_{H_2O}=\frac{0.9}{18}=0.05\; mol$ $n_{C \; in \; A}=0.1\; mol$ $m_{C \; in \; A}=1.2\; g$ $n_{H \; in \; A}=0.05\cdot 2=0.1\; mol$ $m_{H \; in \; A}=0.1\; g$ $m_{O \; in \; A}=2.9-1.2-0.1=1.6\; g$ $n_{O \; in \; A}=\frac{1.6}{16}=0.1\; mol$ So $0.05 \;mol A$ contain $0.1 \;mol\; C$, $0.1 \;mol\; H$ and $0.1 \;mol\; O$ $1 \;mol A$ contains $2 \;mol\; C$, $2 \;mol\; H$ and $2 \;mol\; O$ General formula of $A$: $C_2H_2O_2$ 2)