1 Summary of reactions

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Oxford Textbook Pages : 474 - 478

CGP Revision Guide Pages : 190 - 191

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Show Specification Ref : 3.3.14

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Question 1 / 5

January 2012 QP – Unit 2 AQA Chemistry A-level_question_10 consider the five cyclic compounds a b c d and e do not write outside the box cyclohexane cyclohexanol cyclohexanone oh br cyclohexene bromocyclohexane a the infrared spectra of compounds a b c and d are shown opposite write the correct letter a b c or d in the box next to each spectrum you may find it helpful to refer to table on the data sheet wmp jan chem do not write outside the box a i transmittance wavenumber cm mark a ii transmittance wavenumber cm mark a iii transmittance a iv transmittance wavenumber cm mark wavenumber cm question continues on the next page mark turn over wmp jan chem do not write outside the box b a simple chemical test can be used to distinguish between cyclohexane a and cyclohexene d give a reagent for this test and state what you would observe with each compound marks extra space c cyclohexanol b can be converted into cyclohexanone c give a reagent or combination of reagents that can be used for this reaction and state the type of reaction state the class of alcohols to which cyclohexanol belongs marks extra space wmp jan chem d cyclohexane a can be converted into bromocyclohexane e by a reaction that is similar to the reaction of methane either with chlorine or with bromine do not write outside the box name and outline a mechanism for the reaction of methane ch with bromine to form bromomethane ch br give one condition for this reaction to occur write an equation for each step in your mechanism marks extra space end of questions wmp jan chem
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Question 2 / 5

June 2012 QP – Unit 2 AQA Chemistry A-level_question_7 do not write outside the box alkenes are useful intermediates in the synthesis of organic compounds a i complete the elimination mechanism by drawing appropriate curly arrows ho h h h ch c c c ch ch ch ch ch chch ch h o br h h br bromohexane hex ene a ii draw structures for the e and z stereoisomers of hex ene e isomer of hex ene z isomer of hex ene marks marks a iii state the meaning of the term stereoisomers marks extra space wmp jun chem do not write outside the box b the equation for the first reaction in the conversion of hex ene into hexan ol is shown below ch ch ch chch ch h so ch ch ch ch oso oh ch ch outline a mechanism for this reaction marks turn over for the next question turn over wmp jun chem
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Question 3 / 5

June 2011 QP – Unit 4 AQA Chemistry A-level_question_8 do not write outside the box the hydrocarbons benzene and cyclohexene are both unsaturated compounds benzene normally undergoes substitution reactions but cyclohexene normally undergoes addition reactions a the molecule cyclohexatriene does not exist and is described as hypothetical use the following data to state and explain the stability of benzene compared with the hypothetical cyclohexatriene h h h kj mol h kj mol marks extra space question continues on the next page turn over wmp jun chem do not write outside the box b benzene can be converted into amine u by the two step synthesis shown below reaction no reaction nh the mechanism of reaction involves attack by an electrophile give the reagents used to produce the electrophile needed in reaction write an equation showing the formation of this electrophile outline a mechanism for the reaction of this electrophile with benzene marks extra space wmp jun chem c cyclohexene can be converted into amine w by the two step synthesis shown below do not write outside the box reaction compound reaction nh suggest an identity for compound v for reaction give the reagent used and name the mechanism for reaction give the reagent and condition used and name the mechanism equations and mechanisms with curly arrows are not required marks extra space question continues on the next page turn over wmp jun chem d explain why amine u is a weaker base than amine w do not write outside the box marks extra space end of questions acknowledgement of copyright holders and publishers question extracts from www ecpi org copyright aqa and its licensors all rights reserved wmp jun chem
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Question 4 / 5

June 2012 QP – Unit 4 AQA Chemistry A-level_question_5 a possible synthesis of the amino acid x is shown below do not write outside the box ch ch c step hcn oh step br ch ch c h ch ch c h cn nh step step cn nh ch ch c h ch ch c h cooh cn a name and outline a mechanism for step name of mechanism mechanism b give the iupac name of the product of step mark marks wmp jun chem do not write outside the box c for step give the reagent give a necessary condition and name the mechanism reagent condition name of mechanism marks d at room temperature the amino acid x exists as a solid d i draw the structure of the species present in the solid amino acid d ii with reference to your answer to part d i explain why the melting point of the amino acid x is higher than the melting point of ch ch ch oh cooh mark marks extra space question continues on the next page turn over wmp jun chem do not write outside the box e there are many structural isomers of x ch ch ch nh cooh e i draw a structural isomer of x that is an ethyl ester e ii draw a structural isomer of x that is an amide and also a tertiary alcohol mark mark e iii draw a structural isomer of x that has an unbranched carbon chain and can be polymerised to form a polyamide f draw the structure of the tertiary amine formed when x reacts with bromomethane mark mark wmp jun chem turn over for the next question do not write on this page answer in the spaces provided turn over wmp jun chem
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Question 5 / 5

June 2014 QP – Unit 4 AQA Chemistry A-level_question_7 section b do not write outside the box answer all questions in the spaces provided a ester and ester were studied by h n m r spectroscopy ch c o ch ch ch ch c o ch ester ester one of the two esters produced this spectrum ppm deduce which of the two esters produced the spectrum shown in your answer explain the position and splitting of the quartet peak at ppm in the spectrum predict the value of the quartet peak in the spectrum of the other ester use table b on the data sheet marks wmp jun chem do not write outside the box b cetrimide is used as an antiseptic ch ch n ch br cetrimide name this type of compound give the reagent that must be added to ch ch nh to make cetrimide and state the reaction conditions name the type of mechanism involved in this reaction marks c give a reagent that could be used in a test tube reaction to distinguish between benzene and cyclohexene describe what you would see when the reagent is added to each compound and the test tube is shaken marks turn over wmp jun chem
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