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Methylamine reacts with bromoethane by substitution to produce a mixture of products - AQA - A-Level Chemistry - Question 27 - 2019 - Paper 3

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Methylamine reacts with bromoethane by substitution to produce a mixture of products. Which compound is not a possible product of this reaction?

Worked Solution & Example Answer:Methylamine reacts with bromoethane by substitution to produce a mixture of products - AQA - A-Level Chemistry - Question 27 - 2019 - Paper 3

Step 1

Which compound is not a possible product of this reaction?

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Answer

In this reaction, methylamine (CH₃NH₂) engages in a nucleophilic substitution with bromoethane (C₂H₅Br). The possible products are formed by the substitution of hydrogen atoms in methylamine by ethyl groups.

Given the options:

A. C₃H₇NH₂ - This is a possible product (ethylmethylamine).

B. (C₂H₅)₂NH - This is a possible product (diethylamine).

C. [(C₂H₅)NH(CH₃)]Br - This is also a possible product, which indicates the presence of a bromine atom attached to a substituted nitrogen.

D. [(C₂H₅)₂N(CH₃)₃]Br - This compound suggests a tertiary amine, which is not achievable from methylamine reacting with bromoethane, as methylamine can only form primary and secondary amines through nucleophilic substitution.

Therefore, option D is not a possible product of this reaction.

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