A-LEVEL CHEMISTRY Name:
Practice Paper 2 Maximum marks: 101 Time allowed: 2 hours
These questions are from past papers covering topics and skills based on the advance
information to help you prepare for the exams this summer.
Answer all questions in the spaces provided.
You will need the Periodic Table/Data Booklet
1 The following table gives the names and structures of some structural isomers with the
molecular formula C5H10.
Name of isomer Structure
Isomer 1 pent-2-ene CH3CH = CHCH2CH3
Isomer 2 cyclopentane
Isomer 3 3-methylbut-1-ene (CH3)2CHCH = CH2
Isomer 4 2-methylbut-2-ene (CH3)2C = CHCH3
Isomer 5 2-methylbut-1-ene H2C = C(CH3)CH2CH3
(a) Isomer 1 exists as E and Z stereoisomers.
(i) State the meaning of the term stereoisomers.
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, (ii) Draw the structure of the E stereoisomer of Isomer 1.
(1)
(b) A chemical test can be used to distinguish between separate samples of Isomer
1 and Isomer 2.
Identify a suitable reagent for the test.
State what you would observe with Isomer 1 and with Isomer 2.
Reagent ______________________________________________________
Observation with Isomer 1 ________________________________________
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Observation with Isomer 2 _______________________________________
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(3)
(c) Use Table A on the Data Sheet when answering this question.
Isomer 3 and Isomer 4 have similar structures.
(i) State the infrared absorption range that shows that Isomer 3 and Isomer 4
contain the same functional group.
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(1)
(ii) State one way that the infrared spectrum of Isomer 3 is different from the
infrared spectrum of Isomer 4.
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, (d) Two alcohols are formed by the hydration of Isomer 4.
Draw the displayed formula for the alcohol formed that is oxidised readily by
acidified potassium dichromate(VI).
(1)
(e) Isomer 4 reacts with hydrogen bromide to give two structurally isomeric
bromoalkanes.
(i) Name and outline a mechanism for the reaction of Isomer 4 with hydrogen
bromide to give 2-bromo-2-methylbutane as the major product.
(CH3)2C = CHCH3 + HBr (CH3)2CBrCH2CH3
Name of mechanism _______________________________________
Mechanism
(5)
(ii) The minor product in this reaction mixture is 2-bromo-3-methylbutane.
Explain why this bromoalkane is formed as a minor product.
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(2)
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