Organic chemistry

Exercise 9

    

A linear alkene with two configuration isomers $A$ and $A_1$ led by hydration, to an alcohol $B$ (also with two configuration isomers). $B$ contains $21.6 \;\% O$ a) Determine the molecular formula of $B$ !

General formula of $B$: $C_nH_{2n+2}O$ $\%_O = 21.6$ $\frac{16\cdot 100}{12n+2n+2+16}=21.6$ $n=4$ Molecular formula of $B$: $C_4H_8O$

b) What is the empirical formula of the starting alkene?

$ C_4H_8 $

c) Write the structural formulas and names of $A$ and $A_1$ !

As hydration has provided only one alcohol, $A$ or $A_1$ was the but-2-ene:

d) Write the structural formulas and names of the two isomers of $B$!

As the hydration of $A$ has provided only one alcohol, it is necessarily the butan-2-ol: