AQA Jan 2011 Paper 4 Q7 (with explained solutions) |

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AQA Jan 2011 Paper 4 Q7

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do not write outside the box the compound ch ch nh can be made from ethene in a three step synthesis as shown below step step step ethene ch ch nh a name the compound ch ch nh mark b identify compounds f and g compound f compound g marks c for the reactions in steps and give a reagent or reagents name the mechanism balanced equations and mechanisms using curly arrows are not required marks extra space wmp jan chem do not write outside the box d identify one organic impurity in the product of step and give a reason for its formation marks extra space end of questions wmp jan chem there are no questions printed on this page do not write on this page answer in the spaces provided copyright aqa and its licensors all rights reserved wmp jan chem

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mark scheme general certificate of education a level chemistry unit kinetics equilibria and organic chemistry january question marking guidance mark comments a diethylamine or ethyl ethanamine or ethyl aminoethane ignore n b for b and c there are three valid routes for this synthesis called routes a b and c below decide which route fits the answer best this may not be the best for part b to give the candidate the best possible overall mark mark part b for this best route mark the mechanism and reagent independently migration from one route to another is not allowed either name or formula is allowed in every case ignore conditions unless they are incorrect route a route b route c ch ch br or ch ch cl c h ch ch nh ethylamine or ethanamine or aminoethane ch ch br or ch ch cl ch ch oh ch ch br or ch ch cl mark scheme general certificate of education a level chemistry unit kinetics equilibria and organic chemistry january c route a step reagent s hbr or hcl mechanism electrophilic addition route b h ni not nabh addition allow electrophilic or catalytic but not nucleophilic ignore hydrogenation cl or br ch ch nh or nh but penalise excess ammonia here nucleophilic substitution route c h o h po or h o h so electrophilic addition hbr or kbr h so or pcl or pcl or socl nucleophilic substitution ch ch nh or nh but penalise excess ammonia here nucleophilic substitution nucleophilic substitution free radical substitution step reagent s mechanism nh step reagent s ch ch br or ch ch cl mechanism nucleophilic substitution d tertiary amine or triethylamine or ch ch n quaternary ammonium salt or tetraethylammonium bromide or chloride or ion or ch ch n br or cl further substitution will take place or diethylamine is a better nucleophile than ethylamine

Question 1 2 3 4 5 6 7

Topics to revise

AQA > Organic Chemistry > Amines >

3 Reactions involving amines

AQA > Organic Chemistry > Aromatic chemistry >

2 Electrophilic substitution

AQA > Organic Chemistry > Halogenoalkanes AS >

1 Nucleophilic substitution

AQA > Organic Chemistry > Amines >

1 Naming

AQA > Physical chemistry > Thermodynamics >

5 Gibb’s Free Energy

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