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BONDING IN CARBON – THE


COVALENT BOND
We know that the reactivity of elements is
explained as their tendency to attain a
completely filled outer shell, that is, attain noble
gas configuration. Elements forming ionic
compounds achieve this by either gaining or
losing electrons from the outermost shell. In the
case of carbon, it has four electrons in its
outermost shell and needs to gain or lose four
electrons to attain noble gas configuration. If it
were to gain or lose
electrons –
(i) It could gain four electrons forming anion.
But it would be difficult for the nucleus with six
protons to hold on to ten electrons, that is, four
extra electrons.
(ii) It could lose four electrons forming
cation. But it would require a large amount of
energy to remove four electrons leaving behind a
carbon cation with six protons in its nucleus
holding on to just two electrons.
Carbon overcomes this problem by sharing its
valence electrons with other atoms of carbon or
with atoms of other elements. Not just carbon,
but many other elements form molecules by
sharing electrons in this manner. The shared
electrons ‘belong’ to the outer shells of both the Allotropes of carbon
atoms and lead to both atoms attaining the noble The element carbon occurs in different forms in
gas configuration. nature with widely varying physical properties.
Both diamond and graphite are formed by carbon
atoms, the difference lies in the manner in which
the carbon atoms are bonded to one another.

In diamond, each carbon atom is bonded to four


other carbon atoms forming a rigid three
dimensional structure.

In graphite, each carbon atom is bonded to three


other carbon atoms in the same plane giving a
hexagonal array. One of these bonds is a double-
bond, and thus the valency of carbon is satisfied.
Graphite structure is formed by the hexagonal
arrays being placed in layers one above the other.

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Compounds of carbon having double or triple


bonds between their carbon atoms are called
unsaturated compounds.
Chains, Branches and Rings
Formulae and structures of saturated compounds
of carbon and hydrogen

These two different structures result in diamond


and graphite having very different physical
properties even though their chemical properties
are the same.
 Diamond is the hardest substance known
while graphite is smooth and slippery.
 Graphite is also a very good conductor of
electricity.

Fullerenes form another class of carbon


allotropes. The first one to be identified was
C-60 which has carbon atoms arranged in the
shape of a football. Since this looked like the
geodesic dome designed by the US architect
Buckminster Fuller, the molecule
was named fullerene.

compounds with identical molecular formula but


different structures are called structural isomers.
If we make the carbon ‘skeleton’ with four carbon
atoms, we see that two different ‘skeletons’ are
possible –

Filling the remaining valencies with hydrogen


gives us –
VERSATILE NATURE OF CARBON
The numbers of carbon compounds whose
formulae are known to chemists was recently
estimated to be about three million! The nature
of the covalent bond enables carbon to form a
large number of compounds. Two factors noticed In addition to straight and branched carbon
in the case of carbon are – chains, some compounds have carbon atoms
(i) Carbon has the unique ability to form bonds arranged in the form of a ring. For example,
with other atoms of carbon, giving rise to large cyclohexane has the formula C6H12 and the
molecules. This property is called catenation. following structure –
These compounds may have long chains of
carbon, branched chains of carbon or even
carbon atoms arranged in rings. In addition,
carbon atoms may be linked by single, double or
triple bonds. Compounds of carbon, which are
linked by only single bonds between the carbon
atoms are called saturated compounds.

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Straight chain, branched chain and cyclic carbon


compounds, all may be saturated or unsaturated. Homologous series for alkanes
For example, benzene, C6H6, has the following If we look at the formulae of successive
structure – compounds, say –
CH4 and C2H6 — these differ by a –CH2- unit
C2H6 and C3H8 — these differ by a –CH2- unit

Homologous series for alkenes where


n = 2, 3, 4.
succeeding members have the formula C3H6, C4H8
and C5H10.
Note:- the atomic mass of carbon is 12 u and the
atomic mass of hydrogen is 1 u.
Nomenclature of Carbon
Functional Group Compounds
carbon also forms bonds with other elements Naming a carbon compound can be done by the
such as halogens, oxygen, nitrogen and sulphur. following method –
In a hydrocarbon chain, one or more hydrogens (i) Identify the number of carbon atoms in the
can be replaced by these elements, such that the compound.
valency of carbon remains satisfied. In such (ii) In case a functional group is present, it is
compounds, the element replacing hydrogen is indicated in the name of the compound with
referred to as a heteroatom. These heteroatoms either a prefix or a suffix.
confer specific properties to the compound, (iii) If the name of the functional group is to be
regardless of the length and nature of the carbon given as a suffix, the name of the carbon chain is
chain and hence are called functional groups. modified by deleting the final ‘e’ and adding the
appropriate suffix. For example, a three-carbon
chain with a ketone group would be named in the
following manner –Propane – ‘e’ = propan + ‘one’
= propanone.
(iv) If the carbon chain is unsaturated, then the
final ‘ane’ in the name of the carbon chain is
substituted by ‘ene’ or ‘yne’. a three-carbon chain
with a double bond would be called propene and
if it has a triple bond, it would be called propyne.
Nomenclature of functional groups

Homologous Series
hydrogen atom or atoms on carbon chains can be
replaced by any of the functional groups. The
presence of a functional group such as alcohol
dictates the properties of the carbon compound.
For example, the chemical properties of CH3OH,
C2H5OH, C3H7OH and C4H9OH are all very
similar.
a series of compounds in which the same
functional group substitutes for hydrogen in a
carbon chain is called a homologous series.

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Carbon compounds can be easily oxidised on


combustion.e.g alcohols are converted to
CHEMICAL PROPERTIES OF carboxylic acids –
CARBON COMPOUNDS
Combustion
Carbon, in all its allotropic forms, burns in oxygen some substances are capable of adding oxygen to
to give carbon dioxide along with the release of others. These substances are known as oxidising
heat and light. These are the oxidation reactions. agents.
Alkaline potassium permanganate or acidified
potassium dichromate are oxidising alcohols to
acids, that is, adding oxygen to the starting
material. Hence they are known as oxidising
Note:- Saturated hydrocarbons will generally give
agents.
a clean flame while unsaturated carbon
compounds will give a yellow flame with lots of Addition Reaction
black smoke. Unsaturated hydrocarbons add hydrogen in the
 This results in a sooty deposition. presence of catalysts such as palladium or nickel
to give saturated hydrocarbons.
 limiting the supply of air results in
This reaction is commonly used in the
incomplete combustion of even
hydrogenation of vegetable oils using a nickel
saturated hydrocarbons giving a sooty
catalyst.
flame.
The gas/kerosene stove used at home has inlets
for air so that a sufficiently oxygen-rich mixture is
burnt to give a clean blue flame. If you observe
the bottoms of cooking vessels getting
blackened, it means that the air holes are blocked Note:-
and fuel is getting wasted.  VegeTable oils generally have long
unsaturated carbon chains while animal
Note:-flame is only produced when gaseous fats have saturated carbon chains.
substances burn. When wood or charcoal is  Animal fats generally contain saturated
ignited, the volatile substances present vapourise fatty acids which are said to be harmful
and burn with a flame in the beginning. for health.
A candle or the LPG in the gas stove burns with a  Oils containing unsaturated fatty acids
flame. However, you will observe the coal or should be chosen for cooking.
charcoal in an ‘angithi’ sometimes just glows red Substitution Reaction
and gives out heat without a flame.
Saturated hydrocarbons are fairly unreactive and
A luminous flame is seen when the atoms of the are inert in the presence of most reagents.
gaseous substance are heated and start to glow. However, in the presence of sunlight, chlorine is
The colour produced by each element is a
added to hydrocarbons in a very fast reaction.
characteristic property of that element.
Chlorine can replace the hydrogen atoms one by
Formation of coal and petroleum
one. It is called a substitution reaction because
Coal and petroleum have been formed from
one type of atom or a group of atoms takes the
biomass which has been subjected to various
place of another.
biological and geological processes.
Coal is the remains of trees, ferns, and other
plants that lived millions of years ago. These were SOME IMPORTANT CARBON
crushed into the earth, perhaps by earthquakes or
volcanic eruptions. They were pressed down by COMPOUNDS – ETHANOL
layers of earth and rock. They slowly decayed into AND ETHANOIC ACID
coal. Properties of Ethanol
Oil and gas are the remains of millions Ethanol is a liquid at room temperature. Ethanol
of tiny plants and animals that lived in the sea. is commonly called alcohol and is the active
When they died, their bodies sank to the sea bed ingredient of all alcoholic drinks. Because it is a
and were covered by silt. Bacteria attacked the good solvent, it is also used in medicines such as
dead remains, turning them into oil and gas tincture iodine, cough syrups, and many tonics.
under the high pressures. Ethanol is also soluble in water in all proportions.
Oxidation Consumption of small quantities of dilute ethanol
causes drunkenness.

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Reactions of Ethanol
(i) Reaction with sodium –

Alcohols react with sodium leading to the


evolution of hydrogen. With ethanol, the other
product is sodium ethoxide.
(ii) Reaction to give unsaturated
hydrocarbon: Heating ethanol at 443 K with
excess concentrated sulphuric acid results in the
dehydration of ethanol to give ethene –

Alcohols affect living beings


When large quantities of ethanol are
consumed, it tends to slow metabolic processes
and to depress the central nervous system. This Esters are sweet-smelling substances. These are
results in lack of coordination, mental confusion, used in making perfumes and as flavouring
drowsiness, lowering of the normal inhibitions, agents. Esters react in the presence of
and finally stupour. The individual may feel an acid or a base to give back the alcohol and
relaxed but does not realise that his sense of carboxylic acid. This reaction is known as
judgement, sense of timing, and muscular saponification because it is used in the
coordination have been seriously impaired. preparation of soap.
Intake of methanol in very small quantities
can cause death. Methanol is oxidised to
methanal in the liver. Methanal reacts rapidly (ii) Reaction with a base: Like mineral acids,
with the components of cells. It causes the ethanoic acid reacts with a base such as sodium
protoplasm to get coagulated, in much the same hydroxide to give a salt (sodium ethanoate or
way an egg is coagulated by cooking. Methanol commonly called sodium acetate) and water:
also affects the optic nerve, causing blindness.
(iii) Reaction with carbonates and
hydrogencarbonates: Ethanoic acid reacts with
Alcohol as a fuel carbonates and hydrogencarbonates to give rise
Sugarcane plants are one of the most to a salt, carbon dioxide and water. The salt
efficient convertors of sunlight into chemical produced is commonly called sodium acetate.
energy. Sugarcane juice can be used to prepare
molasses which is fermented to give alcohol
(ethanol). Some countries now use alcohol as an
additive in petrol since it is a cleaner fuel which
SOAPS AND DETERGENTS
gives rise to only carbon dioxide and water on
burning in sufficient air (oxygen).
Properties of Ethanoic Acid
Ethanoic acid is commonly called acetic acid
and belongs to a group of acids called carboxylic
acids. 5-8% solution of acetic acid in water is
called vinegar and is used widely as a preservative
in pickles. The melting point of pure ethanoic
acid is 290 K and hence it often freezes during
winter in cold climates. This gave rise to its name
glacial acetic acid.
Reactions of ethanoic acid:
(i) Esterification reaction: Esters are most
commonly formed by reaction of an acid and an Most dirt is oily in nature and as you know, oil
alcohol. Ethanoic acid reacts with absolute does not dissolve in water. The molecules of soap
ethanol in the presence of an acid catalyst to give are sodium or potassium salts of long-chain
an ester – carboxylic acids. The ionic-end of soap dissolves

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in water while the carbon chain dissolves in oil.


The soap molecules, thus form structures called
micelles. where one end of the molecules is
towards the oil droplet while the ionic-end faces
outside. This forms an emulsion in water. The
soap micelle thus helps in dissolving the dirt in
water and we can wash our clothes clean.

Soap in the form of a micelle is able to clean,


since the oily dirt will be collected in the centre
of the micelle. The micelles stay in solution as a
colloid and will not come together to precipitate
because of ion-ion repulsion.
Previous Years asked in
CBSC Board Exam
1 Give the names of the following functional
groups:
(i) —OH (ii) —COOH. CBSC 2007
2 What is the difference in the molecular
formula of any two consecutive members of a
homologous series of organic compounds?
CBSC 2008
3 (a) Give a chemical test to distinguish
between saturated and unsaturated
hydrocarbons.
(b) (i) Name the products formed when ethanol
burns in air. ‘
(ii) What two forms of energy are liberated on
burning alcohol?
(c) Why is the reaction between methane and
chlorine considered a substitution
Micelles reaction? CBSC 2008
Soaps are molecules in which the two ends have 4 (a) Why are covalent compounds generally
differing properties, one is hydrophilic, that is, it poor conductors of electricity?
dissolves in water, while the other end is (b) Name the following compound:
hydrophobic, that is, it dissolves in hydrocarbons.

(c) Name the gas evolved when ethanoic acid is


added to sodium carbonate. How would you
prove the presence of this gas? CBSC 2008
5 Name the carbon compound which on
heating with excess of concentrated sulphuric
acid at 443 K gives ethene. CBSC 2009
6 What is meant by a saturated hydrocarbon?

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7 Name the compound formed when ethanol is


warmed with ethanoic acid in the presence of a
18. Name the functional group of organic
few drops of cone .
compounds that can be hydrogenated. With
8 Draw the structure of C COOH molecule. the help of
9 Draw the structure of ethanol molecule. suitable example explain the process of
10 What happens when a small piece of hydrogenation mentioning the conditions of
sodium is dropped into ethanol? the reaction and any
one change in physical property with the
formation of the product. Name any one
natural source of
organic compounds that are hydrogenated.
11 What is meant by a functional group in an 19. An organic compound ‘A’ is an essential
organic compound? Name the functional constituent of wine and beer. Oxidation of ‘A’
group present in yields
an organic acid ‘B’ which is present in vinegar.
Name the compounds ‘A’ and ‘B’ and write
their structural
(b) State one point of difference between soap formula. What happens when ‘A’ and ‘B’ react
and synthetic detergent. CBSC 2009 in the presence of an acid catalyst? Write the
12 Give reasons for the following observations: chemical
(a) The element carbon forms a very large equation for the reaction.
number of compounds. 20.What is ethanol? State its two properties.
(b) Air holes of a gas burner have to be What happens when it is heated with excess of
adjusted when the heated vessels get cone. H SO at 443 K? What role does cone. H
blackened by the �ame. SO play in this reaction? Write chemical
(c) Use of synthetic detergents causes pollution equation of the
of water. reaction involved and the structural formula of
13 What is ethanoic acid? Write the formula of the main product formed.
the functional group present in this acid. 21.With the help of balanced chemical
What special name is given to its 5 – 8% equations explain what happens when ethanol
solution in water? How does ethanoic acid is heated
react with sodium with (i) alkaline solution of potassium
carbonate? Write a chemical equation of the permanganate, (ii) excess concentrated
reaction and common name of the salt sulphuric acid at 443 K.
produced. Mention any two uses of ethanol.
14 Write the structural formula of 22.Write the electron dot structure of ethene
chloroethane. CBSC 2010 molecule .
15 Write the name and molecular formula of 23.Write the electron dot structure of ethane
an organic compound having its name su�xed molecule.
with 24.Draw the structure of butanone molecule,
‘-ol and having two carbon atoms in the
molecule. With the help of a
balanced chemical equation indicate what 25.Draw the structure of the hexanal molecule
happens when it is heated with excess of r
cone. 26. Butanone is a four carbon per molecule
16 Write the names and molecular formula of compound. Name the functional group present
two organic compounds having functional r in it.
group 27.What is an ‘esterification’ reaction?
su�xed as ‘-oic acid’. With the help of a Describe an activity to show esterification.
balanced chemical equation and explain what CBSC 2011
happens when any 28.Out of HCI and C COOH, which one is a
one of them reacts with sodium hydroxide. weak acid and why? Describe an activity to
17 What is a homologous series? Which two of support your answer.
the following organic compounds belong 29.Write chemical equations for what happens
to the same homologous? when
(i) sodium metal is added to ethanoic acid.

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(ii) solid sodium carbonate is added to ethanoic


acid.
(iii) ethanoic acid reacts with a dilute solution
of sodium hydroxide. 37.Name the functional group present in each
30.Describe two examples of different of the following organic compounds:
oxidations of ethanol. Name the products
obtained in
each case.
31.(a) In tabular form, differentiate between 38.Write the name and formula of the second
ethanol and ethanoic acid under the following member of the carbon compounds having
heads: functional group —OH.
(i) Physical state (ii) Taste 39.Write the name and formula of the first
(iii) NaHC test (iV) Ester test member of the carbon compounds having
(b) Write a chemical reaction to show the functional group —CHO.
dehydration of ethanol. 40Write the name and formula of the first
member of the carbon compounds having
functional group —COOH.
41. Write the name and formula of the 2nd
member of the series of carbon compounds
whose general formula is

42.Write the name and formula of the 2nd


member of the series of carbon compounds
whose general formula is

43.What are isomers? Draw the structures of


two isomers of butane, C H . Why can’t we have
isomers of first three members of alkane series?
32.(a) State two properties of carbon which CBSC 2012
lead to a very large number of carbon 44.De�ne homologous series of organic
compounds. compounds. List its two characteristics. Write
(b) Why does micelle formation take place the name and formula of the first member of
when soap is added to water? Why are micelles the series of alkenes.
not formed 45.Complete the following equations:
when soap is added to ethanol?
33.Explain isomerism. State any four
characteristics of isomers. Draw the structures
of possible
isomers of butane,
34.Give reasons for the following: 46.Name the oxidising agent used for the
(i)Element carbon forms compounds mainly by conversion of ethanol to ethanoic acid.
covalent bonding. Distinguish between ethanol and ethanoic acid
(ii)Diamond has a high melting point. on the basis of (i) litmus test, (ii) reaction with
(iii)Graphite is a good conductor of electricity. sodium hydrogencarbonate.
(iv)Acetylene bums with a sooty flame. 47.Distinguish between esterification and
(v)Kerosene does not decolourise bromine saponification reactions of organic compounds
water while cooking oils do. with the help of the chemical equation for
35.Name the functional group present in each each. What is the use of (i) esters and (ii)
of the following organic compounds: CBSC saponification process?
2012 48. What is the difference between the
chemical composition of soaps and detergents?
State in brief the action of soaps in removing
an oily spot from a shirt. Why are soaps not
36.Name the functional group present in each considered suitable for washing where water is
of the following compounds: hard? CBSC 2012

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55 List in tabular form three physical and two


chemical properties on the basis of which
ethanol and ethanoic acid can be
differentiated

49. What are the hydrocorbons write the name


and general formula of (i) sturated
hydrocarbons,
(ii) unsaturated hydrocarbons, and draw the
structure of one hydrocarbon of each type.
How can an unsaturated hydrocarbon be made
saturated?
50.What are detergents chemically? List two
merits and two demerits of using detergents
for cleansing. State the reason for the
suitability of detergents for washing, even in
the case of water having calcium and
magnesium ions.

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