9701_w09_qp_21
A paper of Chemistry, 9701
Questions:
5
Year:
2009
Paper:
2
Variant:
1

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For Examiner’s Use The structural formulae of six different compounds, A – F, are given below. Each compound contains four carbon atoms in its molecule. CH3CH=CHCH3 CH3CH2COCH3 CH2=CHCH2CH3 A B C CH3CH2CH(OH)CH3 HOCH2CH2CH2CH2OH CH3CH2OCH2CH3 D E F What is the empirical formula of compound E? ……………… Draw the skeletal formula of compound D. Structural formulae do not show all of the isomers that may exist for a given molecular formula. Which two compounds each show different types of isomerism and what type of isomerism does each compound show? Identify each compound by its letter. compound type of isomerism Compound D may be converted into compound C. What type of reaction is this? ……………………………………… What reagent would you use for this reaction? ……………………………………… What is formed when compound E undergoes the same reaction using an excess of the same reagent? ……………………………………… For Examiner’s Use Compound A may be converted into compound B in a two-stage reaction. CH3CH=CHCH3 → stage I intermediate → stage II CH3CH2COCH3 What is the structural formula of the intermediate compound formed in this sequence? Outline how stage I may be carried out to give this intermediate compound. What reagent would be used for stage II? ………………………………………… Compounds D and F are isomers. What type of isomerism do they show? …………………………………………
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