1 Oxidation

 

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Oxford Textbook Pages : 232, 236 - 239

CGP Revision Guide Pages : 148, 152 - 153

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Show Specification Ref : 3.3.5.2

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Question 1 / 5

AQA Jan 2010 Paper 2 Q6 consider the following scheme of reactions areas outside the box will not be scanned for marking ch ch ch propane ch ch ch cl chloropropane ch chclch chloropropane ch ch ch oh propan ol ch ch oh ch propan ol propanal propanone a state the type of structural isomerism shown by propanal and propanone mark b a chemical test can be used to distinguish between separate samples of propanal and propanone identify a suitable reagent for the test state what you would observe with propanal and with propanone test reagent observation with propanal observation with propanone marks c state the structural feature of propanal and propanone which can be identified from their infrared spectra by absorptions at approximately cm you may find it helpful to refer to table on the data sheet mark wmp jan chem areas outside the box will not be scanned for marking d the reaction of chlorine with propane is similar to the reaction of chlorine with methane d i name the type of mechanism in the reaction of chlorine with methane mark d ii write an equation for each of the following steps in the mechanism for the reaction of chlorine with propane to form l chloropropane ch ch ch cl initiation step first propagation step second propagation step a termination step to form a molecule with the empirical formula c h marks e high resolution mass spectrometry of a sample of propane indicated that it was contaminated with traces of carbon dioxide use the data in the table to show how precise mr values can be used to prove that the sample contains both of these gases atom c h o precise relative atomic mass marks turn over wmp jan chem
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Question 2 / 5

AQA Jun 2011 Paper 2 Q6 do not write outside the box the table below shows the structures of three isomers with the molecular formula c h o e pent en ol pentanal isomer h c c c ch oh ch isomer ch ch ch ch isomer c o ch ch ch c o h c a complete the table by naming isomer mark b state the type of structural isomerism shown by these three isomers mark c the compound z pent en ol is a stereoisomer of e pent en ol c i draw the structure of z pent en ol mark wmp jun chem do not write outside the box c ii identify the feature of the double bond in e pent en ol and that in z pent en ol that causes these two compounds to be stereoisomers mark d a chemical test can be used to distinguish between separate samples of isomer and isomer identify a suitable reagent for the test state what you would observe with isomer and with isomer test reagent observation with isomer observation with isomer marks question continues on the next page turn over wmp jun chem e the following is the infrared spectrum of one of the isomers or do not write outside the box transmittance wavenumber cm e i deduce which of the isomers or would give this infrared spectrum you may find it helpful to refer to table on the data sheet mark e ii identify two features of the infrared spectrum that support your deduction in each case identify the functional group responsible feature and functional group feature and functional group marks 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 3 / 5

AQA Jun 2013 Paper 2 Q2 do not write outside the box the following pairs of compounds can be distinguished by simple test tube reactions for each pair give a suitable reagent that could be added separately to each compound to distinguish between them describe what you would observe in each case a agbr s and agi s reagent observation with agbr s observation with agi s marks b hcl aq and hno aq reagent observation with hcl aq observation with hno aq marks c cyclohexane and cyclohexene reagent observation with cyclohexane observation with cyclohexene marks wmp jun chem d butanal and butanone do not write outside the box reagent observation with butanal observation with butanone marks turn over for the next question turn over wmp jun chem there are no questions printed on this page do not write on this page answer in the spaces provided wmp jun chem
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Question 4 / 5

AQA Jun 2016 Paper 2 Q4 a b do not write outside the box compounds a b c and d are isomers with the molecular formula c h o they all have a broad absorption in their infrared spectra in the range cm use table a on the data sheet to identify the bond and the functional group present responsible for this absorption mark compounds a and b are both straight chain compounds a can be oxidised to form p b can be oxidised to form q p and q are isomers with molecular formula c h o tollens reagent and fehling s solution can be used to distinguish between isomers p and q the results shown in table are obtained table compound observation with tollens reagent observation with fehling s solution no visible change no visible change silver mirror formed brick red precipitate formed use the information about compounds p and q to identify compounds a and b explain your answer with reference to the functional groups in p and q marks identity of a identity of b explanation wmp jun chem do not write outside the box c isomer c is resistant to oxidation isomer c reacts to form compound r that has an absorption in its infrared spectrum in the range cm state the bond that causes the absorption in the range cm give the displayed formula of isomer c identify the reagent and give one reaction condition needed to convert c into r marks bond displayed formula of c reagent condition question continues on the next page turn over wmp jun chem do not write outside the box d compound d is a branched chain isomer that can be oxidised to form compounds s and t d i compound s is obtained by distilling it off as it forms during the oxidation compound t is formed when the oxidation takes place under reflux identify the functional groups in s and t explain with reference to intermolecular forces why it is possible to obtain compound s but not t from the reaction mixture by distilling off s as soon as it forms marks wmp jun chem do not write outside the box d ii a student claims to have oxidised compound d figure shows the infrared spectrum of the product obtained by the student figure transmittance wavenumber cm suggest two ways in which the spectrum shows that compound d has not been oxidised marks turn over wmp jun chem
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Question 5 / 5

AQA Jun 2014 Paper 4 Q8 do not write outside the box this question is about some isomers of c h o a compound h is a cyclic ester that can be prepared as shown on the structure of h two of the carbon atoms are labelled hoch ch ch ch cocl a ch c h c h c h c b o hcl a i name and outline a mechanism for this reaction use table c on the data sheet to give the c n m r value for the carbon atom labelled a and the value for the carbon atom labelled b marks wmp jun chem do not write outside the box a ii hoch ch ch ch cocl can also react to form a polyester in a mechanism similar to that in question a i draw the repeating unit of the polyester and name the type of polymerisation involved marks b state how you could distinguish between compounds j and k by a simple test tube reaction state how you could distinguish between j and k by giving the number of peaks in the h n m r spectrum of each compound marks ch c ch c ch ch c ch ch c o h question continues on the next page turn over wmp jun chem do not write outside the box c draw the structure of each of the following isomers of c h o label each structure you draw with the correct letter l m n p or q l is methyl methylpropenoate m is an ester that shows e z stereoisomerism n is a carboxylic acid with a branched carbon chain and does not show stereoisomerism p is an optically active carboxylic acid q is a cyclic compound that contains a ketone group and has only two peaks in its h n m r spectrum marks end of questions wmp jun chem
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