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Give the IUPAC name of the following compounds.
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Part e· 12 steps
Give the IUPAC name of the following compounds.
- i)
Identify the longest carbon chain containing the double bond.
This chain has 6 carbons (hexene).
Number the chain to give the double bond the lowest possible number.
Numbering from the right gives the double bond at C2.
Identify substituents
a methyl group at C3 and a bromo group at C5.
Determine the stereochemistry (E/Z) around the double bond.
At C2, the higher priority group is ethyl (). At C3, the higher priority group is the chain containing the bromine (). Since these two higher priority groups are on the same side of the double bond (as drawn), it is the (Z) isomer.
Name: (Z)-5-bromo-3-methylhex-2-ene- ii)
Identify the parent compound as phenol (benzene ring with an -OH group).
The carbon bearing the -OH group is C1.
Number the ring to give the remaining substituents the lowest possible locants.
Numbering clockwise gives chloro at C2 and nitro at C4.
List substituents alphabetically before the parent name.
Name: **2-chloro-4-nitrophenol**- iii)
Identify the parent compound as cyclohexane.
Identify the substituents
an isopropyl group () and a methyl group ().
Number the ring to give the substituents the lowest possible locants.
This results in 1,3-disubstitution.
Assign priority alphabetically for naming
isopropyl comes before methyl. So, isopropyl is at C1 and methyl is at C3.
Determine cis/trans isomerism.
From the drawing, both groups appear to be on the same side of the ring.
Name: cis-1-isopropyl-3-methylcyclohexane
Part f
Draw the structural isomers of hexane. Give the IUPAC names of these isomers. (5 marks)
Hexane has the molecular formula . There are 5 structural isomers:
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Hexane (n-hexane)
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2-Methylpentane
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3-Methylpentane
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2,2-Dimethylbutane
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2,3-Dimethylbutane
Part g
Why is cyclobutane not an isomer of butane? (2 marks)
Cyclobutane () and butane () are not isomers because they have different molecular formulas. Isomers must have the same molecular formula but different structural arrangements.
Part h(i)
What is needed in order for chlorine to react with ethane in a substitution reaction? (1 mark)
Name any two allotropes of carbon. (2 marks)
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Diamond
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Graphite (Other examples include Fullerenes, Graphene, Carbon nanotubes)
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Ultraviolet (UV) light or heat is needed to initiate the free radical substitution reaction.
j) Do alkynes show cis-trans isomerism? Explain (2 marks)
No, alkynes do not show cis-trans isomerism. This is because the carbon atoms involved in a triple bond and the two atoms directly attached to them are linear (180° bond angle). Each carbon of the triple bond can only be attached to one other group, making it impossible to have two different groups on each carbon to establish cis or trans configurations.
k) If reacts with HBr in an addition reaction, what is the molecular formula of the product? (1 mark)
An addition reaction involves the breaking of a double bond (in this case, implied for as an alkene) and the addition of atoms across it. When HBr adds to $\mathrm{
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