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(c) CompoundF and G are isomers ofE .
(i) Suggest the order of acid strength ofE
,F
andG
.(ii) Based on their relative acidities, suggest how samples ofE ,
F and G could be distinguished from each other by use of
NaOH (aq) and Na2CO3 (aq). 3 [A2 Nov 2003 Paper IV Q4]
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Solution
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Q: 4
Chloroacetophenone (compoundD below) is formerly the mostwidely used tear gas, under the codenameCN . It is used in
warfare and in riot control. It can be synthesized from
ethylbenzene, A, by the following route.
(a) Suggest reagents and conditions for stepI. 1
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(b) Suggest reagents and conditions for converting ethylbenzene
into compoundE , an isomer ofB . 1
(c) Draw the structure of the product obtained by heating
ethylbenzene with KMnO4. 1
(d) Describe a test (reagents and observations) that woulddistinguish compoundC from compoundF . 2
ReagentsObservation withC
Observation withF
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(f) Residues ofCN can be destroyed by hydrolysis with anaqueous alkali.
CompoundsG and H are isomers of compoundD.
(i) Arrange the three isomersD, G and H in order of increasing
ease of hydrolysis.(ii) Explain the reasoning behind your choice. 3
[A2 June 2003 Paper IV Q4]
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Solution
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Q: 5
[A2 June 2013 Paper 41 Q5](a) A series of experiments is carried out in which the reagent
shown at the top of the column of the table is mixed, in turn,
with each of the reagents at the side.Complete the following table by writing in each box the formul
of any gas produced. Writex in the box if no gas is produced.
The first column has been completed as an illustration.
