Edexcel Jun 2012 Paper 3 Q3 (with explained solutions) |

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Edexcel Jun 2012 Paper 3 Q3

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(a) Two colourless liquids, X and Y, both with the formula C4H10O, are oxidized on heating with acidified potassium dichromate(VI) solution to form different carboxylic acids. (i) Give the colour change you would expect to observe when each reaction takes place. Fromto(ii) Give the two possible structural formulae for the compounds X and Y which both have the formula C4H10O. First possible structural formula Second possible structural formula (b) A colourless liquid, Z, also with the formula C4H10O, resists oxidation on heating with acidified potassium dichromate(VI) solution. Give the structural formula for liquid Z. (2) (2) (1) *P39310A0516* Turn over<br />
(c) An organic compound, W, has the displayed formula H H H H H H C C C C C O H H H H (i) A few drops of bromine water were added to a sample of W in a test tube and the mixture shaken. Give the colour change you would expect to observe. Fromto(ii) Give the displayed formula of the product formed in (c)(i). (iii) What would you expect to see when a small quantity of phosphorus(V) chloride was added to a sample of W in a test tube? (2) (1) (1)*P39310A0616*<br />
(iv) Give the displayed formula of the organic product formed in (c)(iii). (v) Identify, by name, the two functional groups present in compound W. H H H H H H C C C C C O H H H H (1) (2) First functional groupSecond functional group(Total for Question 3 = 12 marks) *P39310A0716* Turn over<br />
BLANK PAGE *P39310A0816*<br />

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Correct Answer Reject (From) orange (1) (To) green/blue/brown (1) Two colours e.g. blue/green blue-green Mark Correct Answer Reject Mark (1) CH3CH2CH2CH2OH CH3CH(CH3)CH2OH/ (CH3)2CHCH2OH (1) In either order Formulae may also be displayed or skeletal C4H9OH Displayed formula with C-H-O OR C-HO Correct Answer Reject Mark (CH3)3COH ALLOW CH3COH(CH3)CH3 Formula may also be displayed or skeletal ALLOW CH3CH2CH2OCH3 CH3CH(CH3)OCH3 CH3CH2OCH2CH3 Correct Answer (From) red-brown/ orange/yellow/brown (1) ALLOW Any combination of these colours (1) (To) colourless Displayed formula with C-H-O OR C-HO Reject Mark Just clear Question Number 3(a)(i) Question Number 3(a)(ii) Question Number 3(b) Question Number 3(c)(i)<br />
Question Number 3(c)(ii) Correct Answer Reject Mark Br OH ALLOW Addition of Br and OH across the double bond, in either order OR Br Br ALLOW Correct structural or skeletal formula Correct Answer Reject steamy fumes/misty fumes/white fumes/cloudy fumes IGNORE dense Correct Answer Cl Any mention of smoke, solid or precipitate Reject Mark Mark IGNORE addition of HCl across the C=C double bond ALLOW Correct structural or skeletal formula Correct Answer (1) Alkene ALLOW carbon-carbon double bond Alcohol/primary alcohol/hydroxy/hydroxyl/alkanol (1) In either order Mark Reject Ethene, alkyl hydroxide Question Number 3(c)(iii) Question Number 3(c)(iv) Question Number 3(c)(v)<br />

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