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The reaction sequence shows how CH₃CH₃ can be converted into BrCH₂CH₂Br CH₃CH₃ + Cl₂ → Step A → CH₃CH₂Cl NaOH → Step B → CH₃CH₂OH Step C → H₂SO₄ → CH₂=CH₂ BrCH₂CH₂Br + Br₂ → Step D → CH₂=CH₂ Which step occurs by nucleophilic substitution? - AQA - A-Level Chemistry - Question 14 - 2017 - Paper 3

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Question 14

The-reaction-sequence-shows-how-CH₃CH₃-can-be-converted-into-BrCH₂CH₂Br--CH₃CH₃-+-Cl₂---→---Step-A---→---CH₃CH₂Cl--NaOH---→---Step-B---→---CH₃CH₂OH--Step-C---→---H₂SO₄---→---CH₂=CH₂--BrCH₂CH₂Br-+-Br₂---→---Step-D---→---CH₂=CH₂--Which-step-occurs-by-nucleophilic-substitution?-AQA-A-Level Chemistry-Question 14-2017-Paper 3.png

The reaction sequence shows how CH₃CH₃ can be converted into BrCH₂CH₂Br CH₃CH₃ + Cl₂ → Step A → CH₃CH₂Cl NaOH → Step B → CH₃CH₂OH Step C → H₂S... show full transcript

Worked Solution & Example Answer:The reaction sequence shows how CH₃CH₃ can be converted into BrCH₂CH₂Br CH₃CH₃ + Cl₂ → Step A → CH₃CH₂Cl NaOH → Step B → CH₃CH₂OH Step C → H₂SO₄ → CH₂=CH₂ BrCH₂CH₂Br + Br₂ → Step D → CH₂=CH₂ Which step occurs by nucleophilic substitution? - AQA - A-Level Chemistry - Question 14 - 2017 - Paper 3

Step 1

Step A

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Answer

In Step A, the conversion involves the reaction of ethane (CH₃CH₃) with chlorine gas (Cl₂) in the presence of UV light. This is a radical substitution reaction rather than a nucleophilic substitution.

Step 2

Step B

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Answer

In Step B, ethyl chloride (CH₃CH₂Cl) reacts with sodium hydroxide (NaOH) to form ethanol (CH₃CH₂OH). This step involves nucleophilic substitution, where the hydroxide ion (OH⁻) acts as a nucleophile attacking the carbon attached to the chlorine.

Step 3

Step C

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Answer

In Step C, the reaction of ethanol with sulfuric acid (H₂SO₄) involves dehydration (elimination) to form ethylene (CH₂=CH₂). This step is not a nucleophilic substitution.

Step 4

Step D

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Answer

In Step D, the starting compound BrCH₂CH₂Br undergoes a halogenation reaction with Br₂, forming further alkenes. This is also not a nucleophilic substitution reaction.

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