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CAIE A Level Chemistry 36 Organic Synthesis

Practise identifying functional groups, planning multi-step routes and analysing reagents, products and by-products, checking each transformation against structures and reaction…

Syllabus
2028–2030
Course
Chemistry 9701
Level
A2

36. Organic synthesis question 1

[Maximum number: 2]

Asparagine and aspartic acid are two naturally occurring amino acids. Their structures and isoelectric points are shown in Table 8.1.

Table 8.1

Table 8.1

Asparagine and aspartic acid are treated separately with an excess of LiAlH4\mathrm{LiAlH}_{4}.

Draw the structures of the organic products of these reactions.
product of asparagine treated with an excess of LiAlH4\mathrm{LiAlH}_{4}
product of aspartic acid treated with an excess of LiAlH4\mathrm{LiAlH}_{4}

36. Organic synthesis question 2

[Maximum number: 3]

Procaine is used as an anaesthetic in medicine. It can be synthesised from methylbenzene in five steps as shown in Fig. 7.1.

Fig. 7.1

Fig. 7.1

Procaine is synthesised in three steps from X.

Suggest the reagents and conditions for step 4 and for step 5 in Fig. 7.1.
step 4
step 5

36. Organic synthesis question 3

[Maximum number: 5]

Question (a)

(a)

3-aminobenzoic acid can be synthesised from methylbenzene in three steps. methylbenzene

Figure for Question (a) — CAIE A-Level Chemistry A2
[ 5 ]

Question (i)

(i)

Draw the structures of M and N in the boxes.

[ 2 ]

Question (ii)

(ii)

Suggest reagents and conditions for each step of the synthesis. step 1
step 2
step 3

[ 3 ]
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