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The structure of coniine is shown - CIE - A-Level Chemistry - Question 25 - 2019 - Paper 1
Question 25
The structure of coniine is shown. Coniine can be synthesised by reacting ammonia with a dibromo compound, X. $$NH_3 + C_8H_{16}Br_2 \rightarrow coniine + 2HBr$$ ... show full transcript
Worked Solution & Example Answer:The structure of coniine is shown - CIE - A-Level Chemistry - Question 25 - 2019 - Paper 1
Step 1
What is the name of compound X?
Answer
To determine the correct name for the dibromo compound X, we first need to consider the structure of coniine and the reaction with ammonia. The reaction suggests that one of the bromine atoms is replaced by an amine group during the synthesis.
We observe that coniine contains a five-membered ring structure with a nitrogen atom, indicating the dibromo compound must have appropriate branching to allow such a transformation.
- A) 1,1-dibromo-2-propylcyclopentane seems inconsistent with the final compound as it would lead to steric hindrance in the reaction.
- B) 1,2-dibromo-2-propylcyclopentane also doesn't match with coniine's structure upon analysis, as the branching would disrupt the necessary bonding.
- C) 1,4-dibromoctane presents a linear chain which wouldn't lead to the cyclic product needed.
- D) 1,5-dibromoctane aligns well, providing the necessary bromine atoms, allowing for an appropriate reaction to yield coniine.
Thus, the correct answer is D 1,5-dibromoctane.