AQA Jan 2012 Paper 4 Q9

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do not write outside the box many aromatic nitro compounds are used as explosives one of the most famous is methyl trinitrobenzene originally called trinitrotoluene or tnt this compound shown below can be prepared from methylbenzene by a sequence of nitration reactions ch o n no no a the mechanism of the nitration of methylbenzene is an electrophilic substitution a i give the reagents used to produce the electrophile for this reaction write an equation or equations to show the formation of this electrophile reagents equation marks a ii outline a mechanism for the reaction of this electrophile with methylbenzene to produce methylnitrobenzene marks wmp jan chem do not write outside the box b deduce the number of peaks in the c n m r spectrum of tnt mark c deduce the number of peaks in the h n m r spectrum of tnt mark d using the molecular formula c h n o write an equation for the decomposition reaction that occurs on the detonation of tnt in this reaction equal numbers of moles of carbon and carbon monoxide are formed together with water and nitrogen mark turn over for the next question turn over wmp jan chem

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