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Department of Chemistry
SECTION A : Paper 1
For each question there are four possible answers, A, B, C, and D. Choose the one you consider to
be correct.
What are the changes in the oxidation numbers of the two nitrogen atoms in NH4NO3 when this
reaction proceeds?
2 A 10 cm3 sample of 0.30 mol dm–3 Tl +NO 3– required 20 cm3 of 0.10 mol dm–3 acidified NH4VO3 to
oxidise it to Tl 3+ in solution. Vanadium is the only element reduced in this reaction.
3
4 Measured values of the pressure, volume and temperature of a known mass of a gaseous
compound are to be substituted into the equation pV = nRT.
The measurements are used to calculate the relative molecular mass, Mr, of a compound.
Which conditions of pressure and temperature would give the most accurate value of Mr ?
pressure temperature
A high high
B high low
C low high
D low low
A copper
B diamond
C ice
D magnesium oxide
6 When an evacuated fluorescent light tube of volume 300 cm 3 is filled with a gas at 300 K and
101 kPa, the mass of the tube increases by 1.02 g. The gas obeys the ideal gas equation
pV = nRT.
A argon
B krypton
C neon
D nitrogen
4
8 The graph below shows the variation of the first ionisation energy with the number of protons for
some elements.
first ionisation X
energy / kJ mol–1
V
W
S
U
T
R
proton number
Elements J and K react together to form compound L. Elements J and K are both in Period 3.
Element J has the smallest atomic radius in Period 3. There are only two elements in Period 3
which have a lower melting point than element K.
A B C D
OH Br Br Br
OH OH Br OH
5
11 Including structural and stereoisomers, how many isomers are there of C2H2Br2?
A 2 B 3 C 4 D 5
A CH3CH2CH(OH)CH(OH)CH3
B CH3CH2COCOCH3
C a mixture of CH3CH2CH(OH)CH2CH3 and CH3CH2CH2CH(OH)CH3
D CH3CH2COOH and CH3COOH
14 Including structural and stereoisomers, how many isomeric products are produced when alcoholic
KOH reacts with 2-chlorobutane?
A 1 B 2 C 3 D 4
CFCs such as CCl 3F and CCl 2F2 are more stable than chloroalkanes such as CCl 4.
6
16 Halogenoalkanes react with aqueous NaOH to give alcohols. The mechanism involved is either
SN1 or SN2.
Which halogenoalkane produces the highest percentage of product by an SN1 mechanism, when
treated with aqueous NaOH?
A 2-bromopropane
B 2-chloropropane
C 1-iodo-2-methylpropane
D 2-iodo-2-methylpropane
17 An alcohol with molecular formula CnH2n+1OH has a chiral carbon atom but does not react with
hot, acidified K2Cr2O7.
A 5 B 6 C 7 D 8
7
SECTION B : Paper 2
1 The elements sodium to sulfur react with chlorine. The melting points of some of the chlorides
formed are shown.
Draw diagrams to show the shapes, name the shapes and state the bond angles.
Al Cl 3 PCl 3
[4]
(b) (i) Explain, in terms of structure and bonding, why the melting point of SiCl 4 is much lower
than that of NaCl.
..............................................................................................................................................
..............................................................................................................................................
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..............................................................................................................................................
........................................................................................................................................ [3]
(ii) Explain why the melting point of SiCl 4 is higher than that of PCl 3.
..............................................................................................................................................
..............................................................................................................................................
........................................................................................................................................ [2]
9
(iii) Draw the ‘dot-and-cross’ diagram of a molecule of SiCl 4.
Show outer electrons only.
[1]
[Total: 10]
10
2 Some reactions are shown, based on methylpropan-2-ol, (CH3)3COH.
reaction 1 reaction 3
(CH3)3CBr (CH3)3COH (CH3)2C=CH2
reaction 2
reaction 4
(a) For each of the reactions state the reagent(s), the particular conditions required, if any, and the
type of reaction.
[5]
[3]
11
(c) 1-bromobutane is a structural isomer of the product of reaction 1.
(i) Define the term structural isomer and name the three different types of structural isomerism.
definition ..............................................................................................................................
..............................................................................................................................................
..............................................................................................................................................
..............................................................................................................................................
1 ...........................................................................................................................................
2 ...........................................................................................................................................
3 ...........................................................................................................................................
[4]
(ii) 1-bromobutane is treated with the same reagents as in reaction 2. Butan-1-ol is formed.
mechanism ..........................................................................................................................
explanation ..........................................................................................................................
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..............................................................................................................................................
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[3]
(i) Give two reasons why methylpropene does not show stereoisomerism.
..............................................................................................................................................
..............................................................................................................................................
........................................................................................................................................ [2]
12
(ii) Methylpropene can be polymerised to form a poly(alkene).
State the type of polymerisation and draw the repeat unit of the polymer formed from
methylpropene.
repeat unit
[3]
..............................................................................................................................................
........................................................................................................................................ [1]
[Total: 23]
13
3 Allyl chloride is an important chemical used in the manufacture of plastics, pharmaceuticals and
pesticides.
allyl chloride
Cl
............................................................................................................................................... [1]
(b) Allyl chloride can be produced by many different methods. The most common method is
chlorination of propene which proceeds via a free-radical substitution mechanism.
Cl 2 Cl
(i) The initiation step in this reaction is the formation of chlorine radicals (Cl ●) from Cl 2
molecules.
........................................................................................................................................ [1]
(ii) The propenyl radical, CH2=CHCH2●, is formed in the first propagation step of the reaction.
........................................................................................................................................ [1]
(iii) Explain why the free-radical substitution reaction gives a low yield of allyl chloride.
..............................................................................................................................................
........................................................................................................................................ [1]
(iv) Allyl chloride can also be formed by the following substitution reaction.
OH reagent X Cl
........................................................................................................................................ [1]
14
(c) 2-bromo-1-chloropropane, CH3CHBrCH2Cl, is the major product of the reaction of allyl chloride
with HBr.
.....................................................................................................................................................
.....................................................................................................................................................
.....................................................................................................................................................
............................................................................................................................................... [2]
[Total: 07]
15