Chemistry 9701 · AS & A Level · Atoms, molecules and stoichiometry

Atoms, molecules and stoichiometry — practice question

(a)[1]

Describe the meaning of structural isomerism.

(b(i))[1]

Name the functional group that occurs in both A and B.

(b(ii))[2]

In the boxes, draw the structures of A and B.

(b)

A and B are structural isomers with molecular formula $\text{C}_5\text{H}_{10}\text{O}$. They are both straight-chained molecules with only one functional group. Table 5.1 sets out the observations when separate samples of A and B are placed into different reagents.

(c)

C is a structural isomer of A and B. C is straight chained and has two functional groups. C shows only one type of stereoisomerism. Table 5.2 sets out the observations when separate samples of C are added to different reagents.

(c(i))[2]

Draw C in the box.

(c(ii))[1]

Name the type of stereoisomerism exhibited by molecules of C.

(d)

In the presence of a sulfuric acid catalyst, D reacts to produce E and water. Fig. 5.1 shows the structure of E.

(d(i))[1]

Name the functional group found in E.

(d(ii))[1]

Identify the reaction type when D reacts to form E.

(d(iii))[1]

Draw D in the box.

(d(iv))[2]

The infrared spectrum of E is shown in Fig. 5.2. Use Fig. 5.2 and Table 5.3 to predict two differences in the absorptions above $1500\ \text{cm}^{-1}$ for the infrared spectrum of D when compared with E. Explain your answer.

(iv)[2]

The infrared spectrum of E is shown in Fig. 5.2. Use Fig. 5.2 together with Table 5.3 to predict two differences in the absorptions above $1500\ \text{cm}^{-1}$ for the infrared spectrum of D when compared with E. Explain your answer.

Worked solution & mark scheme

This 14-mark question has a full step-by-step worked solution and mark scheme. One marking point: isomers have the same molecular formula but their structural formulae are different

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