Edexcel Jan 2016 (IAL) Paper 4 Q17

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17 A naturally occurring ketone, compound A, contributes to the smell and flavour of some blue cheeses. Compound A (a) Give the systematic name of A. (1)(b) Compound B is an isomer of A with the same functional group. Compound B D O N O T W R I T E I N T H I S A R E A D O N O T W R I T E I N T H I S A R E A D O N O T W R I T E I N T H I S A R E A Describe a simple chemical test which would distinguish A from B. State the result of the test for each of the compounds. (2)14 *P46940A01428*<br /> (c) Give two chemical tests for B which, when used together, would confirm that B contains a carbonyl group and is not an aldehyde. For each test, state the result and what is deduced. (4) Test 1Test 2(d) Give the displayed or structural formula of the compound which forms when A is reduced. State the name or formula of a suitable reducing agent. (2) Formula Reducing agentA E R A S I H T N I E T I R W T O N O D A E R A S I H T N I E T I R W T O N O D A E R A S I H T N I E T I R W T O N O D *P46940A01528* 15 Turn over<br /> (e) (i) Hydrogen cyanide reacts with A in the presence of CN ions. Write a mechanism for this reaction, using the skeletal formula of A below. *(ii) By considering the reaction mechanism, explain why the solution produced in this reaction does not rotate the plane of plane-polarized light. (3) (3)(Total for Question 17 = 15 marks) 16 *P46940A01628* D O N O T W R I T E I N T H I S A R E A D O N O T W R I T E I N T H I S A R E A D O N O T W R I T E I N T H I S A R E A<br />

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