AQA Jan 2013 Paper 2 Q8 (with explained solutions) |

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AQA Jan 2013 Paper 2 Q8

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section b answer all questions in the spaces provided do not write outside the box consider the following reactions h c chch reaction reaction ch chbrch hbr nh ch ch nh ch reaction h ch h h substance x a name and outline a mechanism for reaction name of mechanism mechanism marks wmp jan chem do not write outside the box b name and outline a mechanism for reaction name of mechanism mechanism marks c state the type of reaction in reaction give the name of substance x marks question continues on the next page turn over wmp jan chem do not write outside the box d the haloalkane produced in reaction can be converted back into propene in an elimination reaction using ethanolic potassium hydroxide ch chbrch h c chch koh outline a mechanism for this conversion marks wmp jan chem

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mark scheme general certificate of education a level chemistry unit chemistry in action january comments for m both words required accept phonetic spelling for the mechanism m ignore partial negative charge on the double bond m penalise partial charges on h br bond if wrong way and penalise formal charges penalise once only in any part of the mechanism for a line and two dots to show a bond maximum any of marks for the mechanism for wrong organic reactant or wrong organic product if shown or primary carbocation accept the correct use of sticks question a marking guidance m electrophilic addition mark m must show an arrow from the double bond towards the h atom of the h br molecule m must show the breaking of the h br bond m is for the structure of the secondary carbocation m must show an arrow from the lone pair of electrons on the negatively charged bromide ion towards the correct positively charged carbon atom nb these are double headed arrows question b mark scheme general certificate of education a level chemistry unit chemistry in action january marking guidance m nucleophilic substitution mark m must show an arrow from the lone pair of electrons on the nitrogen atom of an ammonia molecule to the correct c atom m must show the movement of a pair of electrons from the c br bond to the br atom mark m independently provided it is from their original molecule m is for the structure of the alkylammonium ion which could be a condensed formula a positive charge must be shown on or close to the n atom m is for an arrow from the n h bond to the n atom award full marks for an sn mechanism in which m is the attack of the ammonia on the intermediate carbocation nb these are double headed arrows comments for m both words required accept phonetic spelling for the mechanism penalise m if nh is negatively charged penalise m for formal charge on c of the c br or incorrect partial charges on c br penalise m for an additional arrow from the br to something else the second mole of ammonia is not essential for m therefore ignore any species here penalise once only for a line and two dots to show a bond maximum any of marks for the mechanism for wrong organic reactant or wrong organic product if shown accept the correct use of sticks mark scheme general certificate of education a level chemistry unit chemistry in action january question marking guidance mark comments c m addition polymerisation or poly addition m poly propene polypropene d m must show an arrow from the lone pair on the oxygen of a negatively charged hydroxide ion to a correct h atom m must show an arrow from a correct c h bond adjacent to the c br bond to the appropriate c c bond only award if an arrow is shown attacking the h atom of a correct c h bond in m m is independent provided it is from their original molecule but ce if nucleophilic substitution award full marks for an e mechanism in which m is on the correct carbocation nb these are double headed arrows ignore additional credit polyprop ene and polypropylene penalise condensation polymerisation penalise m if covalent koh penalise m for formal charge on c of c br or incorrect partial charges on c br ignore other partial charges penalise once only in any part of the mechanism for a line and two dots to show a bond maximum any of marks for wrong organic reactant accept the correct use of sticks for the molecule except for the c h being attacked

Question 1 2 3 4 5 6 7 8 9 10

Topics to revise

AQA > Organic Chemistry > Halogenoalkanes AS >

1 Nucleophilic substitution

AQA > Organic Chemistry > Alkenes AS >

3 Electrophilic addition

AQA > Organic Chemistry > Alkenes AS >

4 Addition polymers

AQA > Organic Chemistry > Carboxylic acids and derivatives >

2 Esterification and hydrolysis of esters

AQA > Organic Chemistry > Amines >

3 Reactions involving amines

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