Organic chemistry

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Question 30
Medium

Crude oil is separated into different fractions by fractional distillation.

Table 20.1 shows information about three of the molecules that are found in three different fractions.

Table 20.1

MoleculeFormulaBoiling point (∘C^\circ\text{C}∘C)
octaneC8H18\text{C}_{8}\text{H}_{18}C8​H18​126
pentadecaneC15H32\text{C}_{15}\text{H}_{32}C15​H32​270
tetracosaneC24H50\text{C}_{24}\text{H}_{50}C24​H50​391
a.

Which of these three molecules would be separated highest up the fractionating column? Explain your answer using ideas about molecular size and boiling point.

[3]
b.

Cracking breaks down large molecules produced in fractional distillation into more useful molecules. The equation shows the cracking of hexadecane:

C16H34→C10H22+2C3H6 \text{C}_{16}\text{H}_{34} \rightarrow \text{C}_{10}\text{H}_{22} + 2\text{C}_3\text{H}_6 C16​H34​→C10​H22​+2C3​H6​ hexadecane→decane+2×molecule Y \text{hexadecane} \rightarrow \text{decane} + 2\times\text{molecule }\mathbf{Y} hexadecane→decane+2×molecule Y

State the name of molecule Y\mathbf{Y}Y, C3H6\text{C}_3\text{H}_6C3​H6​.

[1]
c.

Molecule Y\mathbf{Y}Y has the general formula CnH2n\text{C}_n\text{H}_{2n}Cn​H2n​. Hexadecane and decane are both alkanes. State the general formula of the alkanes.

[1]
d.

Table 20.2 shows the percentage supply and percentage demand for some of the different fractions obtained from crude oil.

Table 20.2

FractionPercentage supply (%)Percentage demand (%)
LPG35
petrol825
naphtha10[blank]
kerosene139
diesel oil2026
fuel oil4625

Calculate the percentage demand for naphtha.

[2]
e.

Suggest why fuel oil, rather than diesel oil, is cracked to obtain petrol.

[2]

Organic chemistry Questions

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