2 Condensation polymers

 

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6.2.3 polyesters and polyamides Page 1 - 2

Oxford Textbook Pages : 483 - 487

CGP Revision Guide Pages : 190 - 193

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Show Specification Ref : 6.2.3a, 6.2.3b, 6.2.3c

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Question 1 / 5

AQA Jan 2011 Paper 4 Q4 do not write outside the box a name compound y hoch ch cooh mark b under suitable conditions molecules of y can react with each other to form a polymer b i draw a section of the polymer showing two repeating units mark b ii name the type of polymerisation involved mark c c i when y is heated an elimination reaction occurs in which one molecule of y loses one molecule of water the organic product formed by this reaction has an absorption at cm in its infrared spectrum identify the bond that causes the absorption at cm in its infrared spectrum mark c ii write the displayed formula for the organic product of this elimination reaction c iii the organic product from part c ii can also be polymerised draw the repeating unit of the polymer formed from this organic product mark mark wmp jan chem do not write outside the box d at room temperature aminobutanoic acid exists as a solid draw the structure of the species present in the solid form e the amino acid glutamic acid is shown below mark draw the structure of the organic species formed when glutamic acid reacts with each of the following e i an excess of sodium hydroxide e ii an excess of methanol in the presence of concentrated sulfuric acid e iii ethanoyl chloride question continues on the next page mark mark mark turn over wmp jan chem do not write outside the box f a tripeptide was heated with hydrochloric acid and a mixture of amino acids was formed this mixture was separated by column chromatography outline briefly why chromatography is able to separate a mixture of compounds practical details are not required marks wmp jan chem turn over for the next question do not write on this page answer in the spaces provided turn over wmp jan chem
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Question 2 / 5

AQA Jan 2012 Paper 4 Q8 do not write outside the box common substances used in everyday life often contain organic compounds a state an everyday use for each of the following compounds a i ch ch coo na mark a ii ch ch cooch mark a iii c h n ch br mark b the following structures are the repeating units of two different condensation polymers for each example name the type of condensation polymer give a common name for a polymer of this type b i ch ch o type of condensation polymer common name marks b ii h o type of condensation polymer common name marks wmp jan chem b iii explain why the polymer in part b ii has a higher melting point than the polymer in part b i marks extra space do not write outside the box turn over for the next question turn over wmp jan chem
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Question 3 / 5

AQA Jan 2013 Paper 4 Q4 a the tripeptide shown is formed from the amino acids alanine threonine and lysine do not write outside the box ch choh nh ch c cooh h n ch c c n c n alanine threonine lysine a i draw a separate circle around each of the asymmetric carbon atoms in the tripeptide mark a ii draw the zwitterion of alanine a iii give the iupac name of threonine mark mark a iv draw the species formed by lysine at low ph question continues on the next page mark turn over wmp jan chem do not write outside the box b the repeating unit shown represents a polyester ch ch ch o c ch ch ch c b i name this type of polymer mark b ii give the iupac name for the alcohol used to prepare this polyester mark c the repeating unit shown represents a polyalkene co polymer this co polymer is made from two different alkene monomers h f f c c cf c c i name the type of polymerisation occurring in the formation of this co polymer mark c ii draw the structure of each alkene monomer alkene monomer alkene monomer marks wmp jan chem do not write outside the box d one of the three compounds shown in parts a b and c cannot be broken down by hydrolysis write the letter a b or c to identify this compound and explain why hydrolysis of this compound does not occur compound explanation marks turn over for the next question turn over wmp jan chem
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Question 4 / 5

AQA Jun 2012 Paper 4 Q4 do not write outside the box a acyl chlorides and acid anhydrides are important compounds in organic synthesis outline a mechanism for the reaction of ch ch cocl with ch oh and name the organic product formed mechanism name of organic product marks b a polyester was produced by reacting a diol with a diacyl chloride the repeating unit of the polymer is shown below o c ch ch c o ch ch ch ch ch b i name the diol used mark b ii draw the displayed formula of the diacyl chloride used mark wmp jun chem do not write outside the box b iii a shirt was made from this polyester a student wearing the shirt accidentally splashed aqueous sodium hydroxide on a sleeve holes later appeared in the sleeve where the sodium hydroxide had been name the type of reaction that occurred between the polyester and the aqueous sodium hydroxide explain why the aqueous sodium hydroxide reacted with the polyester type of reaction explanation marks c i complete the following equation for the preparation of aspirin using ethanoic anhydride by writing the structural formula of the missing product cooh oh h c h c cooh aspirin ch mark c ii suggest a name for the mechanism for the reaction in part c i mark c iii give two industrial advantages other than cost of using ethanoic anhydride rather than ethanoyl chloride in the production of aspirin advantage advantage marks question continues on the next page turn over wmp jun chem do not write outside the box d complete the following equation for the reaction of one molecule of benzene dicarboxylic anhydride phthalic anhydride with one molecule of methanol by drawing the structural formula of the single product ch oh e the indicator phenolphthalein is synthesised by reacting phthalic anhydride with phenol as shown in the following equation mark oh conc h so heat oh c oh h o phenol phenolphthalein e i name the functional group ringed in the structure of phenolphthalein mark e ii deduce the number of peaks in the c n m r spectrum of phenolphthalein mark e iii one of the carbon atoms in the structure of phenolphthalein shown above is labelled with an asterisk use table on the data sheet to suggest a range of values for the peak due to this carbon atom in the c n m r spectrum of phenolphthalein mark wmp jun chem do not write outside the box f phenolphthalein can be used as an indicator in some acid alkali titrations the ph range for phenolphthalein is f i for each acid alkali combination in the table below put a tick in the box if phenolphthalein could be used as an indicator acid alkali tick box sulfuric acid sodium hydroxide hydrochloric acid ammonia ethanoic acid potassium hydroxide nitric acid methylamine f ii in a titration nitric acid is added from a burette to a solution of sodium hydroxide containing a few drops of phenolphthalein indicator give the colour change at the end point mark marks turn over for the next question 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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