CIE Nov 2017 v2 Paper 2 Q4

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PMT Some reactions are shown, based on methylpropan-2-ol, (CH3)3COH. (CH3)3CBr reaction 1 reaction 2 (CH3)3COH reaction 3 (CH3)2C=CH2 reaction 4 (CH3)3CBr and (CH3)2CHCH2Br (a) For each of the reactions state the reagent(s), the particular conditions required, if any, and the type of reaction. For the type of reaction choose from the list. Each type may be used once, more than once or not at all. Each reaction may be described by one or more than one type. hydrolysis dehydration substitution oxidation addition condensation reaction reagent(s) and conditions type(s) of reaction (b) Draw a diagram to show the SN1 mechanism of reaction 2. Include all necessary charges, dipoles, lone pairs and curly arrows.UCLES 2017 9701/22/O/N/17 [5] [3]<br /> PMT (c) 1-bromobutane is a structural isomer of the product of reaction 1. (i) Define the term structural isomer and name the three different types of structural isomerism. definitiontypes of structural isomerism 123[4] (ii) 1-bromobutane is treated with the same reagents as in reaction 2. Butan-1-ol is formed. Identify the mechanism of this reaction. Explain why this reaction proceeds via a different mechanism from that of reaction 2. mechanismexplanation[3] (d) The product of reaction 3, methylpropene, does not show stereoisomerism. (i) Give two reasons why methylpropene does not show stereoisomerism.[2]UCLES 2017 9701/22/O/N/17 [Turn over<br /> PMT (ii) Methylpropene can be polymerised to form a poly(alkene). 10 State the type of polymerisation and draw the repeat unit of the polymer formed from methylpropene. type of polymerisationrepeat unit (iii) State the difficulty associated with the disposal of poly(alkenes).[1] [3] (e) Name the two products of reaction 4. name of (CH3)3CBrname of (CH3)2CHCH2Br[2] [Total: 23]UCLES 2017 9701/22/O/N/17<br />

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