Edexcel Jan 2013 Paper 2 Q22

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22 This question is about two halogenoalkanes, X and Y, which have the structures shown below. CH3 H3C C I CH3 Y CH3CH2CH2CH2Br (a) (i) Draw the skeletal formula of X. (ii) Name Y. (1) (1)(iii) Write an equation for the reaction of X with an alcoholic solution of ammonia, and name the organic product. (2) Name of product(iv) When Y is heated with an aqueous solution of potassium hydroxide, an alcohol is formed in a two-step reaction. Write the mechanism for this reaction using curly arrows where appropriate and clearly showing the structure of the intermediate. (3) 12 *P41213A01224*<br /> (v) When Y is heated with an alcoholic solution of potassium hydroxide, the alkene C4H8 is formed. What type of reaction occurs to produce the alkene? (1)(b) Separate ethanolic solutions of X and Y were warmed with water containing dissolved silver nitrate. Describe what would be seen in each case, ignoring any differences in the rates of reaction. (2) Observation with XObservation with Y(c) The rates of hydrolysis of primary halogenoalkanes are affected by the strength of the bond between the carbon and the halogen atom. Is the CBr bond weaker or stronger than the CI bond? Explain why the bond strength differs. (2)(Total for Question 22 = 12 marks) *P41213A01324* 13 Turn over<br />

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