AQA Jun 2010 Paper 4 Q3

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haloalkanes are useful compounds in synthesis consider the three reactions of the haloalkane a shown below do not write outside the box ch ch ch ch br reaction reaction reaction ch ch ch ch ch ch ch oh nh ch ch ch ch a i draw a branched chain isomer of a that exists as optical isomers mark a ii name the type of mechanism in reaction mark a iii give the full iupac name of compound b mark wmp jun chem do not write outside the box b the infrared spectra shown below are those of the four compounds a b c and d using table on the data sheet write the correct letter in the box next to each spectrum b i transmittance b ii transmittance wavenumber cm b iii transmittance b iv transmittance wavenumber cm wavenumber cm wavenumber cm marks question continues on the next page turn over wmp jun chem do not write outside the box c draw the repeating unit of the polymer formed by b and name the type of polymerisation involved repeating unit type of polymerisation marks d i outline a mechanism for reaction d ii state the conditions used in reaction to form the maximum amount of the primary amine d mark marks wmp jun chem d iii draw the structure of the secondary amine formed as a by product in reaction do not write outside the box e d is a primary amine which has three peaks in its c n m r spectrum e i an isomer of d is also a primary amine and also has three peaks in its c n m r spectrum draw the structure of this isomer of d mark e ii another isomer of d is a tertiary amine its h n m r spectrum has three peaks one of the peaks is a doublet draw the structure of this isomer of d mark mark turn over wmp jun chem

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