AQA Jun 2014 Paper 2 Q7

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do not write outside the box table gives the names and structures of some structural isomers with the molecular formula c h table name of isomer structure isomer pent ene ch ch chch ch isomer cyclopentane isomer methylbut ene ch chch ch isomer methylbut ene ch c chch isomer methylbut ene h c c ch ch ch a isomer exists as e and z stereoisomers a i state the meaning of the term stereoisomers marks a ii draw the structure of the e stereoisomer of isomer mark wmp jun chem do not write outside the box b 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 marks reagent observation with isomer observation with isomer c use table a on the data sheet when answering this question isomer and isomer have similar structures c i state the infrared absorption range that shows that isomer and isomer contain the same functional group mark c ii state one way that the infrared spectrum of isomer is different from the infrared spectrum of isomer mark question continues on the next page turn over wmp jun chem do not write outside the box d two alcohols are formed by the hydration of isomer draw the displayed formula for the alcohol formed that is oxidised readily by acidified potassium dichromate vi mark e isomer reacts with hydrogen bromide to give two structurally isomeric bromoalkanes e i name and outline a mechanism for the reaction of isomer with hydrogen bromide to give bromo methylbutane as the major product marks ch c chch hbr ch cbrch ch name of mechanism mechanism wmp jun chem do not write outside the box e ii the minor product in this reaction mixture is bromo methylbutane explain why this bromoalkane is formed as a minor product marks f name and outline a mechanism for the following reaction to form isomer state the role of the hydroxide ion in this reaction marks ch cbrch ch koh h c c ch ch ch kbr h o name of mechanism mechanism role of hydroxide ion turn over wmp jun chem

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