paper 2

Question 1

Chloromethane can react with ammonia to produce an amine.

(i) What feature of the chloromethane molecule makes it susceptible to attack by an ammonia molecule?

Answer 1

OR C–Cl is polar (1) OR C atom is electron deficient / δ

Question 2

When 2-bromo-2-methylpropane reacts with aqueous potassium hydroxide, 2-methylpropan-2-ol is formed
State the role of the hydroxide ions in this reaction.

Answer 2

nucleophile or electron pair donor

Question 3

Explain why 2-bromopentane is the major product of this reaction.

Answer 3

2-bromopentane is formed via the secondary (or 2°) carbocation.
a secondary carbocation is more stable than a primary carbocation -

Question 4

What does a curly arrow represent in a mechanism?

Answer 4

movement of electron pair (1)

Question 5

Give one reason why the silver nitrate solution was acidified before it was
used in this test.

Answer 5

remove carbonate
remove (other) ions that react with the silver nitrate

Question 6

The method that the scientists used could not detect one type of halide ion.
Identify this halide ion.
Give one reason for your answer. (group 7 and AgNO3)

Answer 6

Silver fluoride / AgF is soluble / dissolves (in water)
* no precipitate would form / no visible /observable change

Question 7

The mass spectrum of Q contains two molecular ion peaks at m/z = 106 and m/z = 108.

(i) Suggest why there are two molecular ion peaks.

Answer 7

Cl has two isotopes

Question 8

Q does not react with Tollens’ reagent or Fehling’s solution. Identify a functional
group which would react with these reagents and therefore cannot be present in Q.

Answer 8

aldehyde