Edexcel Jan 2016 (IAL) Paper 3 Q2

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2 This question is about the following two dicarboxylic acids. Both acids are solid at room temperature. HO C CH2 C OH HO C CH CH C OH Propanedioic acid Butenedioic acid (a) (i) Phosphorus(V) chloride is often used to confirm the presence of an OH group in a compound. Suggest a practical problem if solid phosphorus(V) chloride is used with these two dicarboxylic acids. (1)(ii) Suggest a reagent that could be used to confirm the presence of an acid group in either of the two compounds above, and the positive observation that would be made. (2) ReagentObservation(b) Bromine dissolved in an organic solvent reacts rapidly with butenedioic acid. Complete the equation for the reaction of butenedioic acid with bromine. (1) HO C CH CH C OH + Br2 (cid:111) *P46939A0420* 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 /> A E R A S I H T N I E T I R W T O N O D (c) Propanedioic acid can be produced by the oxidation of propane-1,3-diol. (i) Draw the skeletal formula of propane-1,3-diol. (ii) Identify one way in which the infrared spectrum of propanedioic acid would be different from that of the infrared spectrum of propane-1,3-diol. Wavenumber data are not required. (1) (1)(Total for Question 2 = 6 marks) 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 *P46939A0520* Turn over<br />

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