C, D and E are isomers of each other. They are made by passing an alcohol vapour over an aluminium oxide catalyst. [Figure: Structures of C (cis-but-2-ene), D (trans-but-2-ene), E (but-1-ene)]

1. (a)(i)Name the type of reaction occurring.[1]
2. (a)(ii)Draw the displayed formula of the alcohol used in this reaction.[2]
3. (a)(iii)Name the isomers C, D and E. isomer | name --- C | D | E |[2]
4. (b)F is an organic molecule which has the molecular formula C3H6O2. When F is heated with NaOH(aq) followed by H2SO4(aq) the products G and H are made. F C3H6O2 → NaOH(aq) followed by H2SO4(aq) → G + H Separate samples of G and H are added to • Na2CO3(aq) • sodium metal • alkaline aqueous iodine. The observations are described in the table. reagent(s) | G | H --- Na2CO3(aq) | colourless bubbles of gas produced | no visible reaction Na(s) | colourless bubbles of gas produced | colourless bubbles of gas produced alkaline aqueous iodine | no visible reaction | yellow precipitate forms
5. (b)(i)Complete the table to identify the functional groups present in F, G and H. functional group --- F | G | H |[3]
6. (b)(ii)Name the yellow precipitate formed when alkaline aqueous iodine reacts with H.[1]
7. (b)(iii)Draw the structures of G and H. [Drawing boxes for G and H][2]

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