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Carbon and
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Its Compounds
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Carbon, a non-metal with atomic number 6 and mass number 12, occurs in
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free as well as in combined form. All living creatures are based on it. Its amount in
the earths crust and in the atmosphere is quite meagre. In earths crust, there is
only 0.02% carbon which is present as minerals and in the atmosphere 0.03%
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carbon is present in the form of carbon dioxide. Carbon thus forms a large
number of compounds with itself and with the atoms of other elements; some of 3 Bonding in Carbon
Compounds: The Covalent
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3 Versatile Nature of
The Covalent Bond Carbon
Atomic number of carbon is 6, so there are 4 electrons in its outermost shell 3 Organic Compounds
w.
and it needs to gain or loss 4 electrons in order to attain a stable configuration, 3 Hydrocarbons
i.e., noble gas configuration.
Functional Groups
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3
The octet can be completed by following two ways
3 Nomenclature of Carbon
4+
(i) It could lose 4 electrons and form C cation. But a massive amount of Compounds
energy is required to remove 4 electrons leaving behind a carbon cation 3 Chemical Properties of
with 6 protons in its nucleus holding on to just two electrons. Carbon Compounds
4
(ii) It could gain 4 electrons and can form C anion. But for a nucleus having 3 Fuels and Flames
6 protons, it would be difficult to hold on to 10 electrons, i.e., 4 extra Some Important Carbon
3
electrons. Compounds
In order to overcome this problem, carbon shares its valence electrons with its 3 Soaps and Detergents
other atoms or atoms of other elements.
These shared electrons belong to the outer shells of both the atoms and in this
way, both atoms attain the noble gas configuration. This type of bonding is called
covalent bonding. Thus, the bonds which are formed by the sharing of an electron
pair between two same or different atoms are known as covalent bonds.
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Shared electrons
The number of electrons shared show the covalency of that
atom. Other atoms also exhibit similar type of bonding. O== O
O O O O
Examples
Oxygen atoms Oxygen molecule
(i) Formation of Hydrogen Molecule Covalent bonding in O2 molecule
Atomic number of H = 1 Here, a double bond between two oxygen atoms
It has 1 electron in its K shell and needs 1 more electron forming an oxygen molecule represents the sharing of
to fill the K shell completely. 4 electrons.
Thus, 2 H atoms share each of their electron to form a
(iv) Formation of Nitrogen Molecule
molecule of H 2 and thus, each H atom attains the nearest
noble gas configuration of helium (having two electrons Atomic number of N = 7
in its K shell). Valence electrons are depicted by using K L
dots or crosses. Electronic configuration = 2 , 5
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H H
It needs 3 more electrons to attain noble gas
configuration. Thus, 2 nitrogen atoms share 3 each of
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Hydrogen atoms their electrons, forming a triple bond of nitrogen
Shared electrons molecule.
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H2 molecule H H Shared electrons
single line between the two atoms. Nitrogen atoms Nitrogen molecule
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Molecular formula CH 4
In methane molecule formation, one carbon shares 4
(ii) Formation of Chlorine Molecule
electrons with four different hydrogen atoms (one each
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Shared electrons
H
H
Cl Cl Cl Cl ClCl Formation of methane (CH4 ) molecule
(iii) Formation of Oxygen Molecule (vi) Formation of Ammonia and Water Molecule
Atomic number of O = 8 Ammonia (NH3 )
K L H H
Electronic configuration = 2 , 6
H N NH
It requires 2 electrons to fulfill its octet and attain noble
gas configuration. This is achieved by sharing of 2 H
H
electrons of an another oxygen atom. Ammonia (NH3 ) molecule
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Water (H 2O) are the bad conductors of electricity due to the absence
of free electrons or ions. However, graphite is an
H exception of it, which is a good conductor of electricity.
H
HOH or O
These compounds are generally insoluble in water but
O
some which are capable to form H-bond are soluble in
H
H water.
Water (H2O ) molecule
Allotropes of Carbon
(vii) Formation of Carbon Dioxide (CO2 ) Some chemical elements can exist in two or more
Atomic number of C = 6 different forms, which differ in arrangement of atoms and in
number of atoms but are chemically same. These are known
K L
Electronic configuration = 2 4 as allotropes and this phenomenon is known as allotropism.
For example, Carbon exists in several allotropic forms like
Atomic number of O = 8
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diamond, graphite, buckminster fullerene, coal, charcoal,
K L
Electronic configuration = 2 6 etc. The former three are crystalline while others are
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amorphous form.
Thus, they complete their octet as
Diamond
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O C O O C O
General Properties
General properties of diamond are
O == C == O
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or
It is a colourless transparent substance with
(viii) Formation of Sulphur Molecule (S8 ) extraordinary brilliance due to its high refractive index.
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It is quite heavy.
Atomic number of sulphur = 16 It is extremely hard (hardest natural substance known).
K L M
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Electronic configuration = 2 8 6
It does not conduct electricity (because of the absence of
free electrons).
So, the valency of each S atom is 2. It has high thermal conductivity and high melting
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point.
S S It burns on strong heating to form carbon dioxide.
S S S
S
S S
pic
S Structure
S
S S
carbon atom is linked to four other carbon atoms by strong
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Crown shaped
S
S8 molecule S
S covalent bonds forming a rigid three-dimensional network
structure, which is responsible for its hardness. Moreover, a
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Uses Fullerenes
Uses of diamond are These are recently prepared allotropic forms of carbon
Due to its hardness it is used in knives for cutting marble, and were prepared first time by HW Kroto, Smalley and
granite and glass. Robert Curt by the action of laser beam on the vapours of
It is used for the purpose of ornaments studded as precious graphite. Most commonly known fullerene contains 60 C
stones. atoms (C 60 ) with smaller proportion of C 70 and traces of
It is used as an abrasive and for polishing hard surface. compounds containing even upto 370 carbon atoms.
Dies made from diamond are used for drawing wires from
the metals. C 60 fullerene was named buckminsterfullerene after
the American architect Buckminster Fuller because its
Diamond can be prepared artificially by subjecting pure carbon to structure resembled with the framework of domeshaped
very high pressure and temperature. These synthetic diamonds are
small but are otherwise indistinguishable from natural diamonds. halls designed by Fuller for the large international
exhibitions.
Graphite
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Properties
General Properties Properties of fullerenes are
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These are dark solids at room temperature.
General properties of graphite are These are neither too hard nor too soft.
It is a greyish black opaque substance.
These are the purest allotrophic forms of carbon
It is lighter than diamond, feels soft and slippery to touch.
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because of the absence of free valencies or surface
It is a good conductor of electricity (due to the presence of bonds.
free electrons) but bad conductor of heat. On burning, these produce only carbon dioxide gas.
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It burns on strong heating to form carbon dioxide. Other properties of fullerene are still being
Structure investigated.
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joined to three other carbon atoms by strong covalent bonds to which 60 C atoms are arranged in interlocking hexagonal
form flat hexagonal rings. However, the fourth electron of each and pentagonal rings of carbon atoms. One C 60 molecule
carbon atom is free which makes it good conductor of contains 20 hexagons and 12 pentagons of carbon atoms.
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Graphite Structure
Buckminster fullerene (C60 ) Structure
Uses
Uses of graphite are Uses
It is used as a powdered lubricant for the parts of Uses of fullerene are
machinery. In pure form, these behave as insulators. However,
It is used for making electrodes of cells. these can be converted into semiconductors under
It is used for making lead for pencils as it can mark paper suitable conditions.
black. It is therefore called black lead or plumbago. C
60
O, a molecule formed when C 60 traps O atoms, is
It can withstand high temperature so used for making used in cancer as well as AIDS therapy.
crucibles to melt substances with high melting points and In small amounts, these are used to catalyse the
tiles on the nose cone of space shuttle. photochemical refining in industry.
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Versatile Nature of Carbon Organic Compounds
The estimate number of carbon compounds known
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today is about three million. But now the question is, which The compounds of carbon except its oxides, carbonates
property or properties of carbon is/are responsible for the and hydrogen carbonate salts, are known as organic
formation of such a large number of carbon compounds. compounds. These compounds were initially extracted from
ing
Two characteristic properties of carbon are responsible natural substances and was believed that some vital force was
for this. necessary for the synthesis of these compounds (vital force
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Ammonium sulphate
straight chain, in branched chains or in the form of rings.
This property of self linking of carbons atom through 2NH 4 CNO + K 2 SO 4
covalent bonds to form straight chains or cyclic rings of Ammonium Potassium
pic
(Rearrangement)
Ammonium Urea
number of compounds. cyanate
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Organic Compounds
(compounds of carbon
except oxides, carbonates
and bicarbonates)
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carbon and hydrogen only)
any other atom or groups of atoms) only C atoms) other than carbon as a
e.g., CH3Cl (methyl chloride), part of the ring).
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CH3OH (methanol), etc.)
H C C H
Saturated H C C H (furan)
(having only single bonds)
Alicyclic
ing Aromatic
O
e.g., C2H6 (ethane)
(does not have (have benzene ring)
H H benzene ring) e.g.,
e.g., CH2
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H C C H, CH4 (methane)
(benzene)
H
H H H2C CH2
H C H (Cyclopropane)
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CH3 (toluene)
H
Unsaturated
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Alkenes Alkynes
(have atleast one (have atleast
double bond) one triple bond)
pic
Hydrocarbons
All the carbon compounds which contain only carbon The general formula of these compounds is C n H 2n + 2 ,
and hydrogen are called hydrocarbons. Their main sources where, n = number of carbon atoms in one molecule of a
are petroleum (or crude oil) and natural gas. hydrocarbon.
On the basis of types of bond present (only single or For example, if there is only one carbon atom then its
double or triple bond alongwith single bonds), formula should be C 1H 2 1+ 2 = CH 4 (methane).
hydrocarbons are divided into two classes. Similarly, if there are two carbon atoms in the saturated
hydrocarbon (alkane), its formula must be C 2H 2 2 + 2
Saturated Hydrocarbons = C 2H 6 (ethane)
The hydrocarbons in which all the carbon atoms are These compounds are chemically inert (i.e., less reactive)
connected by only single bonds are called saturated and burn with blue flame due to their complete combustion.
hydrocarbons or alkanes or paraffins. These compounds generally show substitution reaction
(which are discussed later in this chapter).
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H H
bond alongwith single bonds are called alkanes. (A double
bond is formed by the sharing of two pairs of electrons
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between the two carbon atoms). (ii) Structure of Propane (C 3H8 )
General formula of these compounds is C n H 2n . Same rules are followed as in case of ethane.
ing
For example, if an alkene have two carbon atoms, its CCC [I step]
formula is C 2H 2 2 = C 2H 4 (ethane). Carbon atoms linked together with a single bond.
H H H
(ii) Alkynes
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Those unsaturated hydrocarbons which have one or H C C C H [II step]
more triple bonds alongwith the single bonds are called
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H C C C H
The minimum number of carbon atoms present in an unsaturated
compound is 2 because formation of double or triple bonds is H
H H
w.
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Electron dot structure of ethyne
H H
H
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H C C H C
H C C H
ing C H
H H
H H
How to Draw Structure of Cyclic Branched chain structure
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structure. the compounds that have same molecular formula but differ
in the arrangement of carbon chains.
To draw the structure of cyclic or ring compounds
Further, if we draw the structure of an alkane with 4
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H H H H
Functional Groups
Carbon can also form bonds with other elements such
Benzene (C 6H 6 )
halogens, oxygen, nitrogen, sulphur, etc. These are called
H hetero atoms. These atoms or the groups containing these,
C replace one or more hydrogen atoms of the hydrocarbon and
H C C H are responsible for the chemical reactivity of the compound,
or or regardless of the length and nature of carbon chain. Hence,
H C C H
C
these are called functional groups.
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NH2 Amines RNH2 C atoms C atoms word
O Ethers ROR 1 (C1 ) Meth 6 (C 6 Hex
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X Halogen RX
2 (C 2 ) Eth 7 (C 7 ) Hept
NO 2 Nitro group RNO 2
ing 3 (C 3 ) Prop 8 (C 8 ) Oct
Free valency or valencies of the functional group are shown by
4 (C 4 ) But 9 (C 9 ) Non
the single line.
5 (C 5 ) Pent 10 (C10 ) Dec
The formula of a particular family is made up of two
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parts. These are alkyl group and functional group linked to Step 2 If the compound is saturated, add suffix ane to the
each other by covalent bond. For example, root word, but if is unsaturated, add suffix ene and
CH OH Methanol or methyl alcohol
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O
bonds, so suffix used is ane. Hence, the name of
this compound is propane.
Similarly, CH C CH Propanone
142343 142343 Similarly, the compound CH3 CH == CH 2 is
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Alkyl group Alkyl group named as propene as here suffix ene is used for
or dimethyl ketone double bond.
Step 3 If functional group is present in the compound, it is
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Homologous Series
indicated by adding its suffix (which are given in
A series of compounds in which hydrogen in a carbon the table below).
chain is replaced by the same functional group, is called
w.
Prefix/Suffix Example
All the members of a homologous series can be Group
represented by the same general formulae.
Alcohol Suffix -ol C 3H7 OH Proanee+ol
Any two adjacent homologues differ by 1 carbon atom Propanol
and 2 hydrogen atoms in their molecular formulae.
Aldehyde Suffix -al CH3CHO Ethanee+al=
All the compounds of a homologous series show similar Ethanal
chemical properties.
With increase in the molecular mass the gradual change Ketone Suffix -one CH3COCH3 - Propanee+one
in the physical properties occurs. Propanone
The 14 u is the difference in the molecular masses of any Carboxylic Suffix -oic acid CH3COOH - Acetic acid/
two adjacent homologues. acid Ethanoic acid
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Functional
Group
Prefix/Suffix Example Chemical Properties of Carbon Compounds
H H Combustion
H
Double bond H C C ==C All the carbon compounds burn in oxygen and yield carbon dioxide
Suffix -ene
(alkenes) H and water vapour. Heat and light are also released during this process.
H
- Propene This reaction is called combustion.
H CH 4 + 2 O 2 CO 2 + 2H 2O + Heat + Light
Triple bond
Suffix -yne H C C C H Further, once carbon and its compounds ignite, they keep on burning
(alkynes) without the requirement of additional energy. Thats why these
H
- Propyne compounds are used as fuels.
Saturated hydrocarbons give a clean flame due to their complete
Prefix iso and neorepresent the presence of one combustion whereas, unsaturated hydrocarbons give a yellow flame with
or two carbon atoms respectively as side chain.
lots of black smoke as they do not undergo complete combustion.
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If the functional group is named as a suffix, the final
e of alkane (or alkene or alkyne) is substituted by
Oxidation
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appropriate suffix.
If the functional group and subtituents are not Oxidation is a process of intake of oxygen and removal of
present at first carbon, then their location is hydrogen. Reagents used for this purpose are alkaline KMnO 4 + heat or
indicated by digits 1,2,3... . acidified K 2Cr2O 7 + heat.
ing
For example,
Check oint 2 Alkaline KMnO 4 O
ch
+ heat
1. Draw the electron dot structure of CH3 CH 2OH + [ O ] CH3 C OH
or Acidified K 2Cr2O 7 acetic acid
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(i) CH 3CH2CH2COOH without the removal of small molecules are called addition reactions.
H For example, addition of hydrogen (in the presence of catalysts like
Palladium or Nickel) to unsaturated hydrocarbons, yields saturated
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H H R R Nickel catalyst
(iii) CH 3 OH C == C R C C R
H2 , 200 C
R R
5. Write the name of the functional R R
group present in the following
compounds. Hydrogenation (addition of hydrogen) of vegetable oil (which are
(i) CH 3OH
unsaturated compounds) in the presence of nickel catalyst gives ghee
Cl
(saturated compounds). This process is called hardening of oils.
Ni catalyst
Vegetables oils Ghee
(ii) CH 3 C HCH 3 H2 200C
(iii) Ethanal A catalyst is that substance which alters the rate of a reaction without being
(iv) Acetic acid consumed.
(v) Hexyne Saturated fatty acids are harmful for health.
Unsaturated compound discharge the pink colour of alkaline KMn04 . This is
known as test of unsaturation.
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sunlight
CH3 Cl + Cl 2 CH 2Cl 2 + HCl
In the insufficient supply of air, the fuels burn
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sunlight incompletely and produce yellow flame. The colour
CH 2Cl 2 + Cl 2 CHCl3 + HCl
of the flame is yellow because of the presence of
sunlight unburnt carbon particles. This flame produces light
CHCl3 + Cl 2 CCl 4 + HCl
ing
so also known as luminous flame. e.g., burning of
wax vapours.
Fuels and Flames
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Some solid and liquid fuels like coal and charcoal do not
vaporise on heating. Such fuels burn without producing
Fuels a flame. They just glow red and give out heat.
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light) is utilised for various purposes like for cooking food, running
machines in factories, etc. Compounds
In fuels, the carbon can be in free state as present in coal, coke
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Chemical Reactions (ii) Esterification When ethanol (an alcohol) reacts with
(i) With sodium Hydrogen is evolved acetic acid (a carboxylic acid), a fruity (sweet)
2Na + 2CH3 CH 2 OH 2CH3 CH 2 O Na + H 2 + smelling liquid called ester, is obtained. This reaction
Sodium (Sodium ethoxide) is called esterification.
(ii) Dehydration (Removal of water) it is done by Acid
CH3 COOH + CH3 CH 2OH
conc.H 2 SO 4 . Ethanoic Ethanol H 2O
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It is useful in medicines like tincture of iodine, cough
syrups and many other tonics. This reaction is called saponification, as it is used for the
preparation of soap.
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Alcohol is used as an additive in petrol, since it is a
cleaner fuel and gives rise to only CO 2 and H 2O. NaOH
It is used as hypnotic (induces sleep). CH3 COOC 2H5 C 2H5 OH + CH3 COONa
Ethyl acetate Ethyl alcohol
It is used for the preparation of chloroform, iodoform,
ing Sodium acetate
ethanoic acid, ethanal, etc. (iii) Reaction with carbonates and hydrogen carbonates
Carbon dioxide gas is obtained. It is an example of
Harmful Effects of Drinking
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+ H 2O + CO 2
2CH3 COOH + Na 2CO3 2CH3 COONa
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+ H 2O + CO 2
(iv) Reaction with a base
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esters.
CH3 COOH. 58% solution of ethanoic acid in water is
known as vinegar. Soaps and Detergents
Physical Properties Soaps are sodium or potassium salts of long chain
Physical properties of ethanoic acid are carboxylic acids and have general formula RCOONa.
Its melting point is 290 K. where, R = C 15 H31 , C 17 H35 , etc.
During winters in cold climates it often freezes and
forms ice like flakes so it is also called glacial acetic acid. C 15 H31COOH is called palmitic acid.
Detergents are usually ammonium or sulphonate salts of
Chemical Reactions long chain carboxylic acids.
(i) Acidity It is a weaker acid than HCl but stronger
than alcohol. It evolves hydrogen with sodium Manufacture of Soap and Detergents
metal, which shows its acidic nature. Soaps are made from animal fat or vegetable oils by
2CH3 COOH + 2Na 2CH3 COONa + H 2 heating it with sodium hydroxide.
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hydrocarbon part is hydrophobic and therefore insoluble in water Cleaning Action of Soap (Micelle formation)
but soluble in oil. The ionic portion of the soap molecule is
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hydrophilic so soluble in water and insoluble in oil. Soap forms scum with hard water as it reacts with
calcium and magnesium ions present in the hard water.
Hydrophobic Hydrophilic
part (Tail) part (Head) 2 RCOONa + Mg 2+ ( RCOO) 2 Mg + 2Na +
ing From hard Scum
Hydrophilic water
Heads
Here, R = C 17 H35 or C 15 H31
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Dirt and bacteria Hydrophobic Detergents are useful in making shampoos and
trapped in the center tails products for cleaning clothes but their main disadvantage
The Soap Micelle is that these are generally non-biodegradable.
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Soap molecules have different properties at their two ends, fats for their preparation, hence they help in saving
one is hydrophilic (soluble in water) and other is hydrophobic oils and fats for human consumption.
(soluble in fats or oils). Synthetic detergents can be used with hard water
w.
water with the ionic end in water and the hydrocarbon tail large enough to scatter light.
protruding out of water.
Inside water, these molecules show a unique orientation that
keeps the hydrocarbon portion out of the water. This is done by
Check oint 3
1. Which metal is used as a catalyst in the
forming clusters of molecules in which the hydrophobic tails are conversion of vegetable oil into fat (ghee)?
in the interior of the cluster and on the surface of cluster, ionic
2. Why is sunlight necessary for the substitution
ends are present. This formation is called micelle formation. To
reactions of alkanes?
wash away the loosened dirt particles in the form of micelles from
the surface of the cloth, it is either scrubbed mechanically or 3. Why are esters used in perfume industry?
beaten or agitated in washing machine. 4. What is the product formed when acetic acid
reacts with alcohol?
In the form of a micelle, soap is able to clean, since the oily dirt
is being collected in the centre of micelle. Micelles stays as colloids 5. Write the chemical reactions of soap formation
or saponification.
in the solution and does not come closer to precipitate due to
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ll ne
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halls designed by the American architect Buckminster Fuller.
4. (i) Butanoic acid
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Check Point 2 (ii) Ethanal
(iii) Methanol
1. H H H 5.
ing (i) Alcohol
(ii) Chloro
(iii) Aldehyde
H C C C H (iv) Carboxylic acid
ch
H
Check Point 3
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H H H H H
4. Ester
(i) H C C C C C H CH2COOR CH2OH
pic
H H H H H 5. CHCOOR + 3NaOH 3RCOONa + CHOH
n-pentane Soap
H H H H CH2COOR CH2OH
w.
(ii) H C C C C H
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H H H
H C H
H
iso -pentane or 2 -methylbutane
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