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Which compound reacts with hydrogen bromide to give 2-bromo-3-methylbutane as the major product? A (C₄H₉)₂C=CH₂ B CH₃(CH₂)₄CH=CH₂ - AQA - A-Level Chemistry - Question 28 - 2020 - Paper 3
Question 28
Which compound reacts with hydrogen bromide to give 2-bromo-3-methylbutane as the major product? A (C₄H₉)₂C=CH₂ B CH₃(CH₂)₄CH=CH₂. C CH₃CH₂C(=CH₂)CH₂. D (C₄H₉)CHCH=... show full transcript
Worked Solution & Example Answer:Which compound reacts with hydrogen bromide to give 2-bromo-3-methylbutane as the major product? A (C₄H₉)₂C=CH₂ B CH₃(CH₂)₄CH=CH₂ - AQA - A-Level Chemistry - Question 28 - 2020 - Paper 3
Step 1
Identify the correct compound
Answer
To determine which compound reacts with hydrogen bromide to yield 2-bromo-3-methylbutane, we need to analyze the structures of the given options.
Looking at the options:
- A (C₄H₉)₂C=CH₂: This compound has a double bond that could allow for the formation of a bromide, but the product would not primarily yield 2-bromo-3-methylbutane.
- B CH₃(CH₂)₄CH=CH₂: This compound does not readily give the desired product either as its structure does not facilitate the correct arrangement.
- C (CH₃)₂C(CH₂)CH=CH₂: Similar reasoning applies as this structure would lead to undesired products upon reaction with HBr.
- D (C₄H₉)CHCH=CH₂: This compound allows for the allylic bromination where upon reacting with HBr, it will donate the bromine to form 2-bromo-3-methylbutane as a major product.
Therefore, the correct answer is D.