Grade : …………………
Question 1 Write the molecular formula of the alkane molecules with 10 carbon atoms.
What is the physical state likely to be at r.t.p?
Answer 1. The molecular formula of the alkane molecule with 10 carbon atoms is C10H22
This formula is obeying the general formula of alkane, which is Cn H2n +2
……………………………………………………………………………………………………………..
Question 2. From the table of homologous series the molecular formula of nonane is C9H20.
(a) Write the molecular formula, relative molecular mass and structural
formula of nonane.
(b) Draw a graph of the boiling point (vertical axis) against the Mr of the
alkanes.
Use your graph to find the approximate boiling point of the nonane.
……………………………………………………………………………………………………
Mr B.P (oC)
16 -160
30 -89
44 -42
58 -0.5
72 36
86 69
100 98
114 126
200
150
Temp. in OC
100
50
Mr
-50
-100
- 200
Work Book/Organic Chemistry Page 3
Question 3. The structural formula of pentane is
or or
CH3
CH3 l
l CH3 – CH –CH2 – CH3
CH3 – CH2 –CH – CH3
Name : Isopentane
* It does not matter whether the alkyl group (CH3) attached above or below.
Question 4. Write the structural formulas of two isomers with molecular formula C2H4Br2.
………………………………………………… ………………………………………………
Question 5. Write molecular formula and structural formula of the next member of the
C2H4, C3H6, C4H8 this series.
Answer. Three alkenes; C2H4, C3H6, C4H8 forms the homologous series.
……………………………………………………………………………………………………………….
Mahatma Gandhi School, Jakarta By: Manoj K. Agnihotri
Work Book/Organic Chemistry Page 4
Question 6. Decene is an alkene containing ten carbon atoms in one molecule. Write its
molecular formula.
Question 7.
(a) Some reactions of butene are shown in the following diagram. Write
the structural formulas of the products in the three boxes.
H H
H
H C C C C
H H H H
+ steam
+ hydrogen + bromine REACTION C
REACTION A REACTION B
H H
H
H C C C C
H H H H
+ steam
+ hydrogen + bromine REACTION C
REACTION A REACTION B
H H H H
H H H Br H H H OH
H C C C C H
H C C C C H H C C C C H
H H H H
H H Br H H H H H
Addition of H2
will take place Addition of Br2 Addition of H2O
across the will take place will take place
double bond across the across the
double bond double bond
Question 8. Write a balanced chemical equation in each case to show the cracking of
C20H42, to produce
Answer cracking
(a) C20H42 C6H14 + C14H28
Alkane Alkene
cracking
(b) C20H42 8 C2H4 + C4H10
Ethene Butane
Cracking
(c) C20H42 ………..+ …………… + H2
H
silanes silane H Si H SiH4 Sin H2n +2
H
Question 10
E C3H8
F C4H10 0
(a) (i) The hydrocarbons in the table above belong to two homologous
series.
Name these two series
Answer ………………………………………………………………………………………….
Answer ……………………………………………………….
Answer …………………………………………………………………………
Answer ……………………………………………………………
Question 11. Study the reaction scheme below and then answer the following
questions.
Process I
Petroleum C10H22
C2H5NH2
Cracking
reaction VI
ammonia
Reaction V
Hydrogen chloride
Reagent Z
Compound
C2H5OH X C2H5Cl
Reaction II
bromine
Hydrogen
Reaction IV
Chlorine
Compound
C2H6
Y
Reaction III
CO2 and
water
Answer ………………………………………………………………………………………………
(b)
Answer …………………………………………………………………………………
Answer ………………………………………………………………………………………………
Answer ………………………………………………………………………….
Answer ………………………………………………………………………….
Answer ………………………………………………………………………….
Answer ……………………………………………………………………………………………….
Answer ……………………………………………………………………………………
Answer ……………………………………………………………………………………………..
Answer …………………………………………………………………………………………
(f)
(i) Name the homologous series to which C10H22 belongs
Answer …………………………………………………………………………………………
Answer …………………………………………………………………………………………
(a) Calculate
………………………………………………………………………………………………………..
……………………………………………………………………………………………………….
Therefore,
1 mol of hydrocarbon Z will produce 0.12
-------- = 3.0 moles of CO2
0.04
……………………………………………………………………………………………………………………………..
………………………………………………………………………………………………………………………………
Question 13
(a) A saturated hydrocarbon contains 83.33 % by mass of carbon.
(ii) Deduce the molecular formula of the hydrocarbon and give one
possible structural formula for it.
Element
C H
Mass of each element (g)
Molar mass (i. e. Ar in grams)
Number of moles
Mass
= -----------------
Molar mass
Answer ……………………………………………………………………………………………………
……………………………………………………………………………………………….
………………………………………………………………………………………
(iii) Give the chemical name, formula and one important use of an organic
compound produced by an addition reaction of the alkene named in (i)
above.
Use: ……………………………………………………
Question 14
A Hydrocarbon, C6H6 is the first member of the homologous series with the
general formula CnH2n −x, where n is the number of carbon atoms in the
molecule.
Answer : ………………………………………………………………………………………………
series.
Answer : ………………………………………………………………………………………………
Answer : …………………………………………………………………………………………….
Answer :
Cl
FeCl3
+ Cl2 + HCl
C6H6
Chlorobenzene
Benzene
Question 15
(a) The hydrocarbon, C6H14 forms isomers.
Explain the meaning of the term isomers, using two isomers of the
hydrocarbon as examples.
Suggest one difference in the physical properties of these isomers.
Answer …………………………………………………………………………………………………………
……………………………………………………………………………………………………….
……………………………………………………………………………………………………….
(i) Write molecular formula of the first member of this other series
of the hydrocarbons.
Answer …………………………………………………………………………………………………………
Answer …………………………………………………………………………………………………………
Answer …………………………………………………………………………………………………………
(i) Calculate the value of n for the hydrocarbon which contains 82.76 % by
mass of carbon.
Answer: In order to calculate the value of n for the hydrocarbon, the molecular formula
of the hydrocarbon is to be calculated first. Then from the molecular formula
the value of n can be obtained.
Element
C H
Mass of each element (g) 82.76 17.24
Molar mass (i. e. Ar in grams) 12 1
Answer: …………………………………………………………………………………………………….
(b) One of the industrial uses of hydrocarbons involves ‘cracking’ them into
mixtures of smaller molecules which involves various alkenes.
These alkenes are then used to make synthetic macromolecules.
(i) Suggest the name of one of the alkenes which may be present in the
mixture formed by cracking in the hydrocarbon in (a).
Answer: From the molecular formula of the hydrocarbon as calculated above the
name of the alkenes is ascertained.
Cracking
C4H10 -------------
C2H4 + C2H6
Ethene
(ii) Name a type of macromolecules which occurs naturally. Give one use
named example of this type of macromolecules.
Question 1 Propanol reacts with a hot mixture of sulphuric acid and potassium dichromate
(VII). Write the molecular formula and structural formula of the organic
compound that you would except to be formed.
What type of organic compound is this product?
H2SO4 + K2Cr2O7
(Hot)
Answer CH3-CH2-CH2-OH CH2 = CH2 + H2O
Ethene
Question 2 Write the molecular formula and structural formula of the acid with 5 carbon
atom in one molecule.
Question 3 Construct an equation for the reaction of ethanoic acid with copper (II) oxide .
Question 3 Write a chemical names and formulas of the two organic compounds from
which the ester below is made.
O H H H
H C O C C C H
H H H
Answer From the structural formula given above, the following conclusions can be
made.
Ester is always made by the combination of acid and alcohol together.
O
H H H
H C O C C C H
H H H
Question 4 Write the structural formula of the ester produced by reacting ethanol with
propanoic acid.
…………………………………………………………………………………….
H H H H O H H
H O C C C H H C C O C C H
H H H H H H
A B
H H H
H
H C C C H
H C C C H
H H H
H O H
H
C
D
H H H H
H C C O H H C C C H
H O H H
H C H
H
E F
H Cl
H C O H
H C C Cl
O
H Cl
G H
(b) Which two compounds are members of the same homologous series?
Answer ……………………………………………………………………………………………………………
Answer Isomers have same molecular formula but different structural formula.
Answer This is called unsaturation test. This test given by the olefins/ unsaturated
hydrocarbons i.e. alkenes or alkynes.
……………………………………………………………………………………………………………………..
Answer ……………………………………………………………………………………….
Answer ……………………………………………………………………………………….
(g) Choose two compounds which would react together to form an ester?
Answer ……………………………………………………………………………………….
Answer ……………………………………………………………………………………….
Question 6 Following figures shows the sources of the ethanol manufactured in three countries.
30%
70%
1
2
Brazil (100%)
Singapore (100%) USA
Fermentation
Petroleum
(a) Ethanol is made from petroleum by cracking, followed by reaction with stem.
(iii) Write a balanced chemical equation for the reaction with steam.
Answer …………………………………………………………………………………………………….
Answer ……………………………………………………………………………………………………….
Answer ……………………………………………………………………………………………………….
Answer ……………………………………………………………………………………………………….
(c) Suggest one reason why the diagram for Singapore is different
from that of Brazil
(d) How do you think the diagram for the United States will look 100 years from
now?
Explain your answer.
Answer
After 100 years most of the petroleum reserves will get exhausted
……………………………………………………………………………………………………….
so,
…………………………………………………………………………………………………………….
………………………………………………………………………………………………………………….
Question 7
Answer ……………………………………………………………………………………………………….
Answer The purple colour of KMnO4 (an oxidizing agent) will decolourise
or
The colour of K2Cr2O7 (an oxidizing agent) will change from orange to
green.
Answer ……………………………………………………………………………………………………….
Answer ……………………………………………………………………………………………………….
Answer ……………………………………………………………………………………………………….
(iv) Calculate the maximum mass of butanoic acid that could be obtained
from the butanol in the experiment.
Answer
C4H9OH → C3H7CO2H
Mr = 74 g Mr = 88 g
…………………………………………………………………………………………….
Answer ……………………………………………………………………………………………………….
Question 8
Ethyl ethanoate is made by esterification.
H H H
O H
H C C H C C O H
+
H O
H H
The table gives the relative molecular masses for the reactants and products in the reaction.
Ethanoic acid 60
Ethanol 46
Ethyl ethanoate 88
water 18
(a) In an experiment, 3.0 g of ethanoic acid and 4.6 g of ethanol were heated
together with a catalyst.
Answer 3.0
Number of moles of ethanoic acid = −−−−−−−−−−−−−−−−
Mr of ethanoic acid
3.0
= −−−−−
60
Answer ……………………………………………………………………………………………………….
Answer ……………………………………………………………………………………………………….
(iv) What mass of ethyl ethanoate would be made if there was 100 %
conversion?
(v) In the experiment, only 2.20 g of ethyl ethanoate were obtained. What
was the percentage yield of ethyl ethanoate?
Answer ……………………………………………………………………………………………………….
H H
O
H C C C
O H
H H
Draw the structural formula of the ester formed when propanoic acid reacts
with ethanol.
Answer ……………………………………………………………………………………………………….
Question 9
Olive oil contains oleic acid which is unsaturated.
(a) (i) By naming the reagent and giving the observation, describe a
simple test to confirm that olive oil contains an acid.
Observation ………………………………………………………………………..
Answer ……………………………………………………………………………………………………….
(iii) By naming the reagent and giving the observation, describe a simple
test to confirm that oleic acid is unsaturated.
Observation ………………………………………………………………………..
Answer ……………………………………………………………………………………………………….
CH3−(CH2)12(C2H2)2 • COOH
Question 10
Carefully study the reaction scheme below and use it answer the questions
that follow.
glucose
Fermentation
Dehydration
Ethene
C2H4
Hydrogen and a
Polymerization catalyst
R
Q 1,2 - dibromoehtane
(ii) Give the name of the gas that is also produced during the fermentation
of glucose
Describe a chemical test for this gas.
Observation ………………………………………………………………….
(b) (i) Give the name and molecular formula for the substance P.
Substance R ……………………………………………………………………………..
(c) Write the equation for the addition reaction between ethane and bromine
Answer . ……………………………………………………………………………………………………..
Question 11
Ethanol, C2H5OH, is used in Brazil as a liquid fuel instead of gasoline (petrol). The
ethanol is manufactured by a fermentation process from sugar cane.
(a) (i) Describe how cane sugar can be converted by the process of
fermentation.
Answer . ……………………………………………………………………………………………………..
. ……………………………………………………………………………………………………..
(b) When ethanol is completely burnt in air, it forms CO2 gas and water. One
mole of ethanol will release 1370 kj of heat energy during this reaction
(ii) The mass of 1 litre of ethanol is 780 g. How much heat energy will
be released when 1 litre (1 dm3) ethanol is completely burnt?
- 1370 × 780
∴ 780 g (1 litre/1 dm3 ) will produce heat = −−−−−−−−−−−−−− kj
46
= - 23230 kj
(c) When completely burnt, 1 litre of gasoline releases 38000 kJ of heat energy.
Comparing ethanol and gasoline as a liquid fuels, suggest
Answer using ethanol as a fuel will meet the increasing demand for the
petrol, moreover
Answer. Same mass of the gasoline on combustion produces more heat than
same mass of ethanol.
Therefore, gasoline is a better fuel than ethanol.
Cold Water
Heat
(a) Above figure shows an experiment to make organic compound X by reacting
ethanol with organic compound Y in the presence of acid A. Compound X has
the formula CH3CH2CO2CH2CH3
CH3CH2CO OCH2CH3
This part came
This part came from alcohol
From acid
Compound X → Ester
H2SO4
(ii) CH3CH2COOH + HOCH2CH3 CH3CH2COOCH2CH3
+
H2O
(iii) Cold water will reduce the rate of evaporation of the molecular
substance (ester).
(b) The same apparatus was used to make organic compound Z,by reacting
ethanol with compound B in the presence of acid A.
Compound Z has the composition by mass: 53.3 % oxygen,40.0 % carbon and
6.7% hydrogen.
Number of moles
Mass 53.3 40.0 6.7
= ------------------ ----- = 3.33 ----- = 3.33 --- = 6.7
Molar mass 16 12 1.0
(ii) The relative molecular mass of compound Z is 60. Find the molecular
formula of the compound Z and write its structural
formula.
Answer
The relative molecular mass
=n
Relative mass of the empirical formula
60 = 2 =n
30
……………………………………………………………………………………………
(a) Compound A: a liquid with relative molecular mass 60; the liquid is neutral
and soluble in water; under right conditions, it reacts with ethanoic acid and
to give a sweet smelling product.
(c) Compound C: a liquid with relative molecular mass of 74; a dilute solution
of the compound has a pH less than 7 and reacts with magnesium ribbon to
produce a gas which burns in air.
Answer If, the liquid has pH less than 7, it means the liquid is an acid, acid also
reacts with magnesium ribbon & produces H2 gas. H2 gas burns in the
air.
The possible compound is:-
HCOOH Mr = 32
CH3COOH Mr = 60
√ CH3CH2COOH Mr = 72
***************