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Alkanes

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Question 3

This question is about hydrocarbons.

a.

The boiling points of some hydrocarbons containing 6 carbon atoms are shown below.

HydrocarbonBoiling point / ∘C^\circ\text{C}∘C
2,2-dimethylbutane50
3-methylpentane63
hexane69

State and explain the trend in boiling points shown by these hydrocarbons.

[4]
b.

3-methylpentane reacts with bromine by radical substitution.

Skeletal structure of 3-methylpentane

3-methylpentane

A mixture of organic products is formed, including 3-bromo-3-methylpentane, and compounds C and D.

Complete the description below to show the mechanism for the formation of 3-bromo-3-methylpentane and three possible equations for termination.

In your equations, use structural or skeletal formulae and 'dots' (∙\bullet∙) for the position of radicals.

  • Initiation:
    • Equation: ..................
    • Conditions: ..................
  • Propagation:
    • Equation 1: ..................
    • Equation 2: ..................
  • Termination (three possible equations):
    • Equation 1: ..................
    • Equation 2: ..................
    • Equation 3: ..................
[6]
c.

Organic compound C is formed by the substitution of all 14 H atoms in 3-methylpentane by Br atoms.

Write the equation, using molecular formulae, for the formation of compound C from 3-methylpentane.

[2]
d.

Organic compound D is formed by the substitution of some of the 14 H atoms in 3-methylpentane by Br atoms.

1.219 g1.219\text{ g}1.219 g of compound D is heated until it is vaporised.

Under the conditions used:

  • compound D has a volume of 120.0 cm3120.0\text{ cm}^3120.0 cm3
  • the molar gas volume is 24.0 dm3 mol−124.0\text{ dm}^3\text{ mol}^{-1}24.0 dm3 mol−1.

Determine a possible molecular formula of compound D.

molecular formula = ..................

[3]

Alkanes Questions

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