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Topic 10 Questions
1.
2.
CHBrCHBr
B.
CH2CHBr
C.
CH3CH2Br
D.
CH2BrCH2Br
(Total 1 mark)
3.
4.
What is the final product formed when CH 3CH2OH is refluxed with acidified
potassium dichromate(VI)?
A.
CH3CHO
B.
CH2==CH2
C.
CH3COOH
D.
HCOOCH3
(Total 1 mark)
Carbon
A.
I only
B.
I and II only
D.
II.
Hydrogen
III.
Carbon monoxide
(Total 1 mark)
5.
CH3(CH2)2CH3
II.
CH3CH(CH3)CH3
III.
(CH3)3CH
A.
I and II only
B.
C.
D.
I, II and III
(Total 1 mark)
6.
B.
C.
D.
1,1-dimethylpropane
B.
2-methylbutane
C.
isopentane
D.
ethyldimethylmethane
(Total 1 mark)
8.
CH3CH2CH(CH3)CH3
B.
(CH3)4C
C.
CH3CH2CH2CH2CH3
D.
CH3CH2OCH2CH3
(Total 1 mark)
9.
substitution
B.
condensation
C.
reduction
D.
addition
(Total 1 mark)
1-chloropropene
B.
1-chlorobutane
C.
1-bromopropane
D.
1,1-dichloropropane
(Total 1 mark)
CH3CH2CHCH2CH3
B.
(CH3CH2)2CH3
C.
CH3(CH2)3CH3
D.
CH3(CH3)3CH3
(Total 1 mark)
12. How many structural isomers are possible with the molecular formula C 6
H14?
A.
B.
C.
D.
7
(Total 1 mark)
CH3COCH3
B.
CH3CH2CH2OH
C.
CH3CH2COOH
D.
CH3CH2CHO
(Total 1 mark)
14. Which type of compound can be made in one step from a secondary
alcohol?
A.
an aldehyde
B.
an alkane
C.
a carboxylic acid
D.
a ketone
(Total 1 mark)
nucleophilic substitution
B.
electrophilic substitution
C.
electrophilic addition
D.
nucleophilic addition
(Total 1 mark)
propan-1-ol
B.
propan-2-ol
C.
propanal
D.
propanone
(Total 1 mark)
A.
1,3-dimethylbutane
B.
2,4-dimethylbutane
C.
2-methylbutane
D.
2-methylpentane
(Total 1 mark)
B.
C.
D.
20. What is/are the product(s) of the reaction between ethene and hydrogen
bromide?
A.
CH3CH2Br
B.
CH3CH2Br and H2
C.
CH2BrCH2Br
D.
CH3BrCH2 Br and H2
(Total 1 mark)
A.
I and II only
B.
C.
D.
I, II and III
(Total 1 mark)
22. Which of the following products could be formed from the oxidation of
ethanol?
I.
ethanal
II.
ethanoic acid
III.
ethane
A.
I and II only
B.
C.
D.
I, II and III
(Total 1 mark)
23. What is the reaction type when (CH3)3CBr reacts with aqueous sodium
hydroxide to form (CH3)3COH and NaBr?
A.
Addition
B.
Elimination
C.
S N1
D.
S N2
(Total 1 mark)
CH3
B.
C.
D.
:CH3
CH3
CH3
(Total 1 mark)
(CH3CH2)2CHBr
B.
CH3(CH2)3CH2Br
C.
(CH3)2CHCH2CH2Br
D.
CH3CH2C(CH3)2Br
(Total 1 mark)
Br2
B.
Br
C.
Br
D.
Br
(Total 1 mark)
CH3CH2COOH
B.
CH3CH2CH2OH
C.
CH3CH(OH)CH3
D.
(CH3)3COH
(Total 1 mark)
B.
C.
D.
B.
C.
D.
2-bromobutane
B.
2,3-dibromobutane
C.
1-bromobutane
D.
1,2-dibromobutane
(Total 1 mark)
31. Which products can be potentially obtained from crude oil and are
economically important?
I.
PlasticsII.
A.
I and II only
B.
C.
D.
I, II and III
(Total 1 mark)
B.
C.
D.
(i)
(ii)
..
..
..
(3)
State and explain which of the two compounds can react readily with
bromine.
..
..
..
(2)
(ii)
35. The compound C2H4 can be used as a starting material for the preparation
of many substances.
(a)
(2)
(b)
In the scheme below, state the type of reaction and identify the
reagent needed for each reaction.
ABC2H4 CH3CH2OH CH3COOH
(4)
(c)
C2H4Cl2
Draw the structural formula for each of these compounds and identify
the compound which can be formed directly from C 2H4.
(3)
(d)
One of the two compounds in (c) has an isomer. Draw the structural
formula of the isomer and explain why it can not be formed directly
from C2H4.
(2)
(e)
C2H4 can also react to form a polymer. Name this type of polymer and
draw the structural formula of a section of this polymer consisting of
three repeating units.
(2)
(f)
(3)
(Total 16 marks)
(1)
(ii)
(2)
(1)
(iv) Explain why monomers are often gases or volatile liquids, whereas
polymers are solids.
(2)
(Total 6 marks)
3
38. The molecular formula C4H9Br represents four structural isomers, all of
which can undergo nucleophilic substitution reactions with aqueous sodium
hydroxide. An equation to represent all these reactions is
C4H9Br + NaOH C4H9OH + NaBr
(a)
(b)
(c)
(d)
Give a structural formula for the secondary isomer and for the other
primary isomer. State the name of each isomer.
(4)
(Total 14 marks)
39. Write equations to show the mechanisms of the following reactions. In each
case, show the structure of the intermediate and organic product, and use
curly arrows to show the movement of electron pairs.
(i)
(3)
(ii)
(2)
(Total 5 marks)
(b)
42. CH3COCH3 is the first member of the ketone homologous series. Draw the
full structural formula of the next member of this homologous series and
predict how its melting point compares with that of CH 3COCH3.
(Total 2 marks)
43. (i)
..................
.................................................................................................................
..................
.................................................................................................................
..................
(2)
(ii)
44. CH3COCH3 can be prepared in the laboratory from an alcohol. State the
name of this alcohol, the type of reaction occurring and the reagents and
conditions needed for the reaction.
(Total 5 marks)
Give the structure of the transition state formed in the SN2 mechanism.
(2)
Draw the structural formula of ethene and state the meaning of the
term unsaturated hydrocarbon.
(2)
(b)
(c)
(d)
State an equation for the reaction between ethanol and the product of
complete oxidation in (c). Include any other reagent required for this
reaction. Name the organic product and state one possible use of this
product.
(4)
(Total 12 marks)
(b)
(c)
(d)
.....................
.........................................................................................................................
.....................
.........................................................................................................................
.....................
.........................................................................................................................
.....................
(Total 5 marks)
49. (i)
(1)
(ii)
(iii) Identify the organic product formed by the oxidation of this alcohol
using acidified potassium dichromate(VI) solution.
.........................................................................................................
.................
(1)
(Total 3 marks)
(a)
(b)
State and explain how the following changes would alter the rate of the
reaction by this mechanism.
(i)
(ii)
(i)
(ii)
52. (i)
State and explain the trend in the boiling points of the first six alkanes
involving straight-chains.
(2)
(ii)
53. (i)
CH3(CH2)8OH + K2Cr2O7
II.
(CH3)3CBr + NaOH C
III.
(CH3)2CHOH + K2Cr2O7 D
IV.
H2C=CH2 + Br2 E
(5)
(ii)
H2C=CH2 can react to form a polymer. Name this type of polymer and
draw the structural formula of a section of this polymer consisting of
three repeating units.
(2)
(Total 7 marks)
54. Ethene, propene and but-2-ene are members of the alkene homologous
series.
(a)
(b)
State and explain which compound has the highest boiling point.
(3)
(c)
Draw the structural formula and give the name of an alkene containing
five carbon atoms.
(2)
(d)
(e)
(f)
55. (a)
(b)
(a)
(b)
(c)
57. (a)
(b)
.................................................................................................................
....................
.................................................................................................................
....................
.................................................................................................................
....................
.................................................................................................................
....................
(2)
(c)
(2)
(Total 5 marks)
IB Chemistry SL
Topic 10 Answers
1.
A
[1]
2.
D
[1]
3.
C
[1]
4.
C
[1]
5.
D
[1]
6.
B
[1]
7.
B
[1]
8.
B
[1]
9.
D
[1]
10. B
[1]
11. C
[1]
12. B
[1]
13. D
[1]
14. D
[1]
15. C
[1]
16. A
[1]
17. D
[1]
18. D
[1]
19. A
[1]
20. A
[1]
21. C
[1]
22. A
[1]
23. C
[1]
24. A
[1]
25. D
[1]
26. B
[1]
27. B
[1]
28. B
[1]
29. C
[1]
30. A
[1]
31. B
[1]
32. A
[1]
33. (i)
(ii)
3
3
addition;
[11]
34. (i)
(ii)
addition polymerization;
2
[4]
35. (a)
(b)
ethene;
(c)
;
The compound formed directly may be circled or indicated by some 3
other means. Accept any other structure showing a Cl atom on each C
atom.
(d)
;
addition across a double bond occurs at both C atoms/OWTTE;
If 1,1-dichloroethane is given in (c) accept 1,2dichloroethane as the isomer as ECF but Award
[1] max;
(e)
addition polymer;
(f)
3
[16]
36. (i)
(ii)
CH2CHCl/CH2 = CHCl/;
(iii) ;
2
[6]
(CH3)C + OH (CH3)3COH;
Do not allow SN 2 reaction.
2
[2]
38. (a)
secondary
CH3CHBrCH2CH3;
2-bromobutane;
other primary
(CH3)2CHCH2Br;
1-bromo-2-methylpropane;
4
[14]
39. (i)
(SN2 mechanism)
HO CH2CH2CH2CH3 + Cl ;
(ii)
(SN1 mechanism)
2
[5]
40. butan-1-ol:
butan-2-ol:
butanal;
butanoic acid;
butanone;
2 methylpropan-2-ol:
oxidation;
Also accept correct structures. Where both name
and structure given structure must be correct and
name largely correct.
no
[4]
41. (a)
UV light/sunlight (present);
(b)
propagation reactions:
Cl + CH3CH3 CH3CH2 + HCl;
CH3CH2 + Cl2 CH3CH2Cl + Cl;
termination reactions:
CH3CH2 + Cl CH3CH2Cl;
2Cl Cl2;
2CH3CH2 CH3CH2CH2CH3;
Award [1] for any termination reaction.
If initiation, propagation, termination not labelled
or incorrectly labelled award [3] max.
[5]
42.
[2]
43. (i)
(ii)
addition;
1
[3]
44. propan-2-ol;
Accept 2-propanol.
oxidation/redox;
(potassium/sodium) dichromate(VI)/potassium manganate(VII);
Accept just dichromate, permanganate, KMnO4 , Mn, K2Cr2O7, Cr2
(sulfuric) acid;
heat under reflux;
[5]
45. (i)
CH3CH2CH(CH3)Br CH3CH2CH(CH3) + Br ;
+
CH3CH2CH(CH3) + OH CH3CH2CH(CH3)OH;
46. (a)
Allow CH2=CH2.
a hydrocarbon that contains at least one C=C (or CC)/carbon-carbon
double bond (or triple bond)/carbon to carbon multiple bond;
2
Do not accept just double bond.
(b)
(c)
acidified/H
purple to colourless;
Penalize wrong oxidation state, but not missing
oxidation state.
ethanoic acid;
(d)
4
[12]
47. (a)
(b)
(c)
and acidified/H ;
OR
acidified/H ;
purple to colourless;
Penalize wrong oxidation state, but not missing oxidation state.
ethanoic acid;
(d)
4
[11]
[5]
49. (i)
1
Allow bond to HO rather than OH or halfway
between the two
(ii)
secondary;
(iii) CH3COCH3/propanone/acetone;
Allow ECF from a different alcohol drawn in (i)
1
1
[3]
50. (a)
(b)
SN2 / bimolecular;
(i)
reaction slower;
neutral/uncharged/less polar/electrons donated less easily in H 2O;
2
(ii)
reaction faster;
less bulky group/reduced steric hindrance;
2
[5]
51. (i)
(ii)
[6]
52. (i)
(ii)
53. (i)
(ii)
A. = CH3(CH2)7CHO;B. = CH3(CH2)7COOH/CH3(CH2)7CO2H;C. =
(CH3)3COH;D. = (CH3)2CO;E. = BrCH2CH2Br;
Allow correct structural formulas.
addition;/-(CH2-CH2)3-/-(CH2)6-;
2
[7]
54. (a)
(b)
(d)
(e)
(f)
oxidation/redox;
(potassium) dichromate(VI)/;
(sulfuric) acid;
distilling off propanal as it is formed;
heating under reflux (to obtain propanoic acid);
4
[20]
55. (a)
(b)
56. (a)
3
[5]
nucleophilic substitution;
bimolecular/molecularity of two/two species in rate-determining step;
Accept second order.
rate = k [(CH3)2CHBr][OH ];
No penalty for incorrect halogenoalkane formula.
(c)
57. (a)
(b)
[6]
(c)
2
Allow condensed structural formulas such as
CH3CH2CH2CH2OH.
Award [2] for all three correct isomers, [1] for any
two correct isomers.
[5]