AQA Jun 2011 Paper 2 Q6

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do not write outside the box the table below shows the structures of three isomers with the molecular formula c h o e pent en ol pentanal isomer h c c c ch oh ch isomer ch ch ch ch isomer c o ch ch ch c o h c a complete the table by naming isomer mark b state the type of structural isomerism shown by these three isomers mark c the compound z pent en ol is a stereoisomer of e pent en ol c i draw the structure of z pent en ol mark wmp jun chem do not write outside the box c ii identify the feature of the double bond in e pent en ol and that in z pent en ol that causes these two compounds to be stereoisomers mark d a chemical test can be used to distinguish between separate samples of isomer and isomer identify a suitable reagent for the test state what you would observe with isomer and with isomer test reagent observation with isomer observation with isomer marks question continues on the next page turn over wmp jun chem e the following is the infrared spectrum of one of the isomers or do not write outside the box transmittance wavenumber cm e i deduce which of the isomers or would give this infrared spectrum you may find it helpful to refer to table on the data sheet mark e ii identify two features of the infrared spectrum that support your deduction in each case identify the functional group responsible feature and functional group feature and functional group marks wmp jun chem turn over for the next question do not write on this page answer in the spaces provided turn over wmp jun chem

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