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Alkanes

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Question 3

The structure of hydrocarbon A is shown below.

Skeletal structure of hydrocarbon A

a.

Hydrocarbon A can be reacted with chlorine in the presence of ultraviolet radiation to prepare CH3CH2C(Cl)(CH3)CH2CH2CH2CH3\text{CH}_3\text{CH}_2\text{C}(\text{Cl})(\text{CH}_3)\text{CH}_2\text{CH}_2\text{CH}_2\text{CH}_3CH3​CH2​C(Cl)(CH3​)CH2​CH2​CH2​CH3​.

What is the systematic name for CH3CH2C(Cl)(CH3)CH2CH2CH2CH3\text{CH}_3\text{CH}_2\text{C}(\text{Cl})(\text{CH}_3)\text{CH}_2\text{CH}_2\text{CH}_2\text{CH}_3CH3​CH2​C(Cl)(CH3​)CH2​CH2​CH2​CH3​?

[1]
b.

CH3CH2C(Cl)(CH3)CH2CH2CH2CH3\text{CH}_3\text{CH}_2\text{C}(\text{Cl})(\text{CH}_3)\text{CH}_2\text{CH}_2\text{CH}_2\text{CH}_3CH3​CH2​C(Cl)(CH3​)CH2​CH2​CH2​CH3​ has stereoisomers.

Explain the term stereoisomers and name this type of stereoisomerism.

[2]
c.

Draw 3D diagrams for the stereoisomers of CH3CH2C(Cl)(CH3)CH2CH2CH2CH3\text{CH}_3\text{CH}_2\text{C}(\text{Cl})(\text{CH}_3)\text{CH}_2\text{CH}_2\text{CH}_2\text{CH}_3CH3​CH2​C(Cl)(CH3​)CH2​CH2​CH2​CH3​.

[2]
d.

Complete the table to show the mechanism for the reaction of hydrocarbon A with Cl2\text{Cl}_2Cl2​ to form CH3CH2C(Cl)(CH3)CH2CH2CH2CH3\text{CH}_3\text{CH}_2\text{C}(\text{Cl})(\text{CH}_3)\text{CH}_2\text{CH}_2\text{CH}_2\text{CH}_3CH3​CH2​C(Cl)(CH3​)CH2​CH2​CH2​CH3​.

  • Use skeletal formulae for all organic compounds.
  • Use 'dots' (∙\bullet∙) to show the position of unpaired electrons.
[3]
e.

State two limitations of using radical substitution in organic synthesis.

[2]

Alkanes Questions

  1. A Level
  2. /Chemistry
  3. /Alkanes