Professional Documents
Culture Documents
Chapter
32
Chemistry in Action
Chemistry plays very important role in our every (constitution). The theory is named 'The Chromophore
day life from the starting, it has been in the service of Auxochrome Theory' and its main postulates are,
mankind. Our daily needs of food, clothing, shelter, (i) The colour of the organic compounds is due to
potable water, medicines etc. are in one or the other the presence of certain multiple bonded groups called
manner connected with chemical compounds, processes chromophores. Important chromophores are,
and principles. We always owe a debt to chemists for O
their important contributions for giving us life saving || .. .. ..
N N , N O , N N , C O , CS ,
drugs, synthetic fibres, synthetic detergents, variety of Azo Nitro Carbonyl Thio carbonyl
O
cosmetics, preservatives for our food, fertilizers, Azoxy
O
HCl Alizar
N NCl H NH 2
30 40 o C in
(e) Phthaleins : Products obtained by
condensation of phthalic anhydride with phenols in
presence of dehydrating agents like conc. H 2SO 4 or
NN NH 2
anhydrous O zinc chloride are called phthaleins. O
p-Amino azobenzene (Aniline C C
yellow) O O
C H OH C
N NCl H N (CH 3 )2 Conc .
Phthalic O
anhydride +
H 2 SO 4
o
120 C
H 2O
H OH
NN N (CH 3 )2
Phenol
p-Dimethyl amino azobenzene (2 OH OH
(Butter yellow) molecules) Phenolphthalei
n
The important azo dyes are the following,
1472 Chemistry in Action
The other important dyes of this class are, acidic bath. The polar acidic groups interact with the
OH Br Br basic groups of the fabric. Orange-1 is an excellent acid
OH O O dye.
O Na O 3 S NN OH
O=C C O Br Br
COOH
Orange-I (Azo
dye)
Fluoresce OH Eosin
(c) Basic dyes : These are the hydrochlorides or
in zinc chloride salts of colour bases having basic groups.
HgOH These dyes react with anionic sites present on the
OH O O fabric to attach themselves. These dyes colour fibers of
nylons and polyesters. Aniline yellow. Magenta
Br Br (Rosaniline) and Malachite green are CH the examples of
3
COOH basic dyes.Cl H N C NH
2
2
Mercurochrome
Drugs and Chemotherapy nausea and vomitting. Calcium and sodium salts of
aspirin are more soluble and less harmful.
Drugs may be a single chemical substance or a
The derivatives of p-aminophenol are used as
combination of two or more different substances. An
antipyretic. The main limitation of these derivatives is
ideal drug should satisfy the following requirements,
that they may act on red blood cells and thus, they may
When administrated to the ailing individual or be harmful in moderate doses. The important
host, its action should be localised at the site where it NHCOCH
derivatives are, NHCOCH NHCOCH
is desired to act. In actual practice, there is no drug 3 3 3
which behaves in this manner.
OC2H OH OCH3
Phenacetin
5
Paracetamol Methacetin
(4-Ethoxy (4- (4-Methoxy
acetanilide) Acetamidophenol) acetanilide)
1474 Chemistry in Action
(iii) By increasing immunity and resistance to
infection of the body (immunity).
Antimicrobial substances may be synthetic
chemicals like sulphonamides, paraamino salicylic acid
or they may be antibiotics like tetracycline, penicillin,
Phenyl butazone is a pyrazolone derivative. Its
chloramphenicol, etc.
structure is, C4H9 CH C O
The common example of antimicrobial drug is
C6H C4H CH C O O C which
sulphanilamides N Care
6H5 effective in wide range of
5
N CO 9
O C N C6H micro-organisms. These are structural analogues of p-
C6H5 or N
C C.C4H 5 amino benzoic acid.
N N
ON 9 SO2NHC6H5 N
Phenyla butazone C6H 2 Butazolidine SO2N
Butazolidine
5
H N
It is highly toxic and hence not considered as a
safe drug. Oxyphenyl butazone is less toxic and is used NH
in place of phenyl butazone. Sulphanilamide
2 NH
(p-amino benzene Sulphadiazine
2
(2) Analgesics : Drugs which relieve or decrease sulphonamide)
pain are termed analgesics. These are of two types, CH3
N
(i) Narcotics : These are mainly opium and its SO2N
products such as morphine, codeine and heroin. These H N CH3
produce analgesia and sleep and in high doses cause
unconsciousness. They are very potent drugs and their
chronic use leads to addiction. Sulphadimidine
(ii) Non-narcotics : These are the drugs which are Large number of derivatives of sulphanilamide
not potent and do not cause addiction. Common drugs such as sulphadiazine, sulphadimidine,
are aspirin and analgin. These drugs also have sulphadimethoxine, sulphadoxine, sulphasomidine
antipyretic properties. are being used as anti-microbials.
Sulphonamides in combination with
(CH3)2CH– CHCOOH trimethoprim are preferred in the treatment of
CH
CH2 ; 3 infections of urinary tract.
CH 3
CHCOOH
Ibuprofen
(4) Antiseptics and disinfectants
H3CO Naproxen (i) Antiseptics : The chemical substances which
are used to kill or prevent the growth of micro-
organisms are called antiseptics. These are not harmful
N CH2COON to living tissues and can be safely applied on wounds,
O C N CH a Cl
cuts, ulcers, diseased skin surfaces. These are also used
H – C 3
to reduce odours resulting from bacterial
N
C CH decomposition of the body or in the mouth. They are,
H
Analgin therefore mixed with deodorants, face powders and
3 Cl
Diclofenac Sodium breath purifiers. We all must be familiar with
antiseptic creams like furacin, soframycin etc.
(3) Antimicrobials : These are the chemical
substances used to cure infections due to micro- (ii) Disinfectants : The chemical substances which
organisms. These are also called microbes. Any organism are used to kill microorganisms but they cannot be
which causes disease is called pathogen. applied on living tissues are called disinfectants.
Therefore, disinfectants also kill micro organisms but
The control of microbial diseases can be achieved
these are not safe for living tissues. Disinfectants play
by the following three ways,
a major role in water treatment and in public health
(i) By drugs which kill the organism in the body sanitation. These are commonly applied to inanimate
(bactericidal). objects such as floors, instruments, etc.
(ii) By drugs which inhibit or arrest the growth of The same substance can act as disinfectant as well
the organism (bacteriostatic) and as antiseptic depending upon its concentration. For
Chemistry in Action 1475
example, a 0.2% solution of phenol acts as antiseptic (j) Amyl metacresol (5-methyl-2-pentyl phenol)
and its 1% solution acts as disinfectant. is an antiseptic which is used commonly as a
The common examples are, mouthwash or gargles in infections of the mouth and
throat.
(a) Cl2 is used for making water fit for drinking at
a concentration 0.2 to 0.4 ppm. (k) A naturally O H H S CH3
occurring phenol R C N C C C
(b) Dettol is an antiseptic. It is a mixture of
derivative, thymol
OH is H COHN C H 3)CH
chloroxylenol and terpeneol in a suitable solvent. C5H1 CH(CH
used as a powerful O
Chloroxylenol has both antiseptic and disinfectant 2C O 3
disinfectant 1 than
properties. OH
phenol. Cystei Valin
CH3 H3 e
(c) Bithional is antiseptic which is generally ne
Amyl Thymstructure
CGeneral of
added to medicated soaps to reduce the odour produced metacresol ol
penicillin
by bacterial decomposition of organic matter on the
skin.
OH Cl OH OH Cl
S
(l) Some organic dyes are also effective
H3 CH3 Cl Bithion Cl antiseptics. These are used for the treatment of
C Cl al infectious diseases. The common examples of antiseptic
Chloroxylenol
dyes are gention violet and methylene blue.
(d) Iodine is powerful antiseptic. It is used as a (5) Antibiotics : A chemical substance produced by
tincture of iodine which is 2-3% iodine solution of or derived from living cells which is capable of inhibiting
alcohol-water. the life processes or even destroying micro-organism is
(e) Low concentrations of sulphur dioxide are called Antibiotics.
used for sterilizing and preservation of squashes. The first antibiotic, discovered by Alexander
(f) A dilute aqueous solution of boric acid is used Fleming in 1929 from the mould penicillium notatum,
as a weak antiseptic for eyes. It also forms a part of was penicillin. In 1938, Ernst Chain and Howard Florey
antiseptic baby talcum powders. isolated penicillin in pure form and proved its
(g) Iodoform is also used as an antiseptic powder effectiveness as an antibiotic. It was introduced into
for wounds. medical practice in 1941. Penicillin is used against large
(h) Hydrogen peroxide is also used as non- number of infections caused by various cocci, gram
irritating strong antiseptic. positive bacteria, etc. It is an effective drug for
pneumonia, bronchitis, sore throat and abcesses.
(i) Hexachlorophene is mainly used in soaps,
creams, dusting powders and emulsions.
Several naturally occurring penicillins have been isolated all of these have the empirical formula,
C9 H11 O4 SN 2 R
Table : 32.1
Name Value of R Chemical name
p-Hydroxy benzyl
Penicillin-X or III – CH2 OH
penicillin
Phenoxy methyl
Penicillin-Y or V – CH2 O
penicillin
CH3O
2, 6- dimethoxy phenyl
Methicillin
penicillin
CH3O
The commonly used antibiotics are : structural unit. The structures of tetracyclines are
(i) Streptomycin : It was discovered in 1944 by given as follows,
Waksman. It is effective against tuberculosis. It is also R1 CH3 OHH R N(CH3)2
used for other common infections like throat, lungs, H 2H H
OH
ears and kidney. It is very effective in the treatment of
meningitis and pneumonia. Streptomycin is an amino CONH2
OH
base and forms salts that are very soluble in water. The OH O OH O
sulphate and calcium chloride double salts are white Chlortetracycline R1=Cl, R2=H
amorphous powders. The molecule contains two (Aureomycin)
strongly basic quanido groups and a weakly basic Oxytetracycline R1=H, R2=OH
(Terramycin)
methylamino group.
Tetracycline R1=R2=H
OH OH H Tetracyclines are broad spectrum antibiotics and
CH3– N–C=NH are effective against a number of types of bacteria,
H NH2 OH larger viruses, protozoa, parasites and typhus fever.
N H NH
CH2OH These can be given orally.
OH N–C=NH 2
O O O (6) Sulpha drugs : These are synthetic
OH OH chemotherapeutic agents which contain sulphonamide,
– SO 2 NH 2 group in their structure. These were the first
O
CH3 effective chemotherapeutic agents to be widely used for
O C
H the cure of bacterial infections in humans. They have
Streptomycin
also been found to be active against gram-positive and
gram negative cocci, bacilli and protozoa. At present
Streptomycin is rapidly absorbed after sulphanilamides have been largely replaced by
intramuscular injection. Oral administration of antibiotics for the treatment of most of the bacterial
streptomycin is of no value in the treatment. diseases. Some successful sulphanilamides are given
(ii) Chloramphenicol : It is a broad spectrum below,
antibiotic. It was first isolated from a species of NH NH NH
2 2
streptomyces. It has been produced synthetically on 2
Cl C=N 2 H 2 N C O CH 2 C C H 2 O C NH 2
|
C6H5 (CH 2 )2 CH 3
These derivatives are called as barbiturates. The most commonly used tranquillizers are
These are also called psychotherapeutic drugs. barbituric acid and its derivatives such as veronal,
These drugs make the patient passive and help to amytal, membutal, seconal and luminal.
control their emotional distress or depression. O O CH O
C6H 3
C3H CH
N H N H N H
C2H
5 CH2=CH
7 H2
O N O 5
O N O C
O N O
H H H
Barbituric Lumin
Secon
acid al
al
1478 Chemistry in Action
being. It immediately goes to the liver cells where it
multiplies. Once the parasites have grown in number,
these come to blood and enter the red blood corpuscles
where they also multiply. Eventually, the red cells
burst liberating the parasites as well as toxins. These
toxins cause fever, chills and rigour. The liberated
CH3 CH2CH2NH parasites attack the fresh red cells and the cycle
O HO continues. Depending upon the periodicity of this cycle
2
in the red cells fever comes on alternate days, once in
N N three days or once in four days. Some of the liberated
C
C6H H parasites go back to liver and continue the cycle there.
l Valiu Seroton
5
m in Choice of an antimalarial drug depends on the
O CH 3 O point of its action on the life cycle of the malarial
|| | ||
H 2 N C O CH 2 C CH 2 O C NH 2 parasite. Various drugs used are :
|
CH 3 (i) Primaquine : It destroys sporozites in the
Equanil liver. It is too toxic, and its long term use is not
Used in depression and advisable.
hypertension
(ii) Chloroquine, proquanil and pyrimethamine :
* It may be noted that different terms are used for These kill the parasites in blood.
drugs which are used to cure mental diseases. Some of
(11) Antifertility drugs : These are the chemical
these terms are ,
substances used to control the pregnancy. These are also
(i) Sedatives : These act as depressant and called oral contraceptives. The basic aim of antifertility
suppress the activities of central nervous system. They drugs is to prevent conception or fertilization.
are given to patients who are mentally agitated and
Oral contraceptives belong to the class of natural
violent. Sedatives give a feeling of calmness, relaxation
products known as steroids.
or drowsiness in the body. Their high doses induce
sleep. The common sedatives are valium, barbiturates These control the female menstrual cycle and
(obtained from barbituric acid). ovulation. The birth control pills are essentially a
mixture of esterogen and progesterone derivatives
(ii) Antidepressants : These drugs are given to
which are more potent than the natural hormones.
patients with shattered confidence. These produce a
feeling of well being and confidence in the person of These common pills are used for a combination of
depressed mood. Therefore, these are also called mood progesterone, norethindrone and estrogen
booster drugs. The common examples are vitalin, ethynylestradiol.
cocain, methedrine etc. Mifepristone is a synthetic steroid which blocks
(10) Anti-Malarials : Malaria is highly wide the effects of progesterone and is used as a "morning
spread infectious disease, caused by sporozoa of genus after pill" in many countries.
CH3 OH CCH CH OH CCH
plasmodium. It is characterised clinically by periodic
3
fever, anaemia and enlargement of liver and spleen. H H H
The four species, Plasmodium vivax, Plasmodium
malariae, Plasmodium ovale and Plasmodium falciparum H H
H
are responsible for malaria in man. Thus, there are four O H
Norethindr Ethynylestra
types of malaria, one O diol
CH
Protozoa Malaria caused
3
N
Plasmodium vivax Fever on alternate days CH CH OH
CC
Plasmodium malariae Fever once in three days 3 3
CH3
H
Plasmodium ovale Fever once in three days
H
Plasmodium falciparum Fever once in four days
O
The chemotherapy of malaria is connected with Mifeprist
different stages in the cycle of malarial parasite. The one
Ormeloxifene (Centchroman, Saheli) has also
mosquito injects the parasite into the blood of a human been developed and tested at the Central Drug Research
Chemistry in Action 1479
Institute, Lucknow as an effective antifertility drug to
Alkaloid Reserpine from Rauwolfia serentina for
acceptable degree. The oral contraceptives are
high blood pressure (hypertension).
commonly known as pills or oral pills and have been
used worldwide for birth control. Alkaloid Quinine from Cinchona tree for
Malaria.
Drugs or Medicines from plants
Bark of willow tree which contains salicyclic
acid. It is used to get relief from pain and fever.
Table : 32.3
Chemicals in Medicines
Analgesics Relieve pain Aspirin, ibuprofen, diclofenac sodium,
naproxen, narcotics (morphine, codeine,
heroin).
Antipyretics Lower body temperature Aspirin, paracetamol, phenacetin.
Antiseptics and Kill or prevent the growth of micro- 0.2% phenol (antiseptic), 1% phenol
disinfectants organisms. (disinfectant), chlorine, dettol (chloroxylenon
and terpeneol), bithional, iodine, boric acid.
Tranquilizers Treatment of stress, mental diseases Derivatives of barbituric acid (veronal, amytal,
membutal, luminal, seconal), chlordiazepoxide,
meprobamate, valium, serotonin.
Antimicrobials Cure infections due to micro-organisms
Antibiotics, Sulphonamides
(microbes)
Anti fertility Birth control Oral contraceptives, estrogen (ethynylestradiol)
drugs and progesterone (norethnidrone),
mifepristone.
Antibiotics Produced by micro-organisms and can Penicillin, tetracycline, chloramphenicol,
inhibit the growth of other micro- ampicillin, amoxicillin
organisms. Sulpha drugs (sulphanilamide, sulphadiazine,
sulphaguanidine)
Antacids Remove excess acid in stomach Magnesium hydroxide, magnesium carbonate,
magnesium trisilicate, aluminium hydroxide gel,
sodium bicarbonate, aluminium phosphate,
prazole, lansoprazole.
Saccharin O
NH 300
SO2
Dulcin NHCONH2
500
OC3H5
6
Sucralose H CH2OH O
5
4
Cl H OH H
H 3 4
3 H H
HO 2 1 HO 6 650
HO O CH2C
H 5
2 l
H
CIH2C1
Alitame CH3 CH3
O H H O CH 3 H C
|| | | || | |
HO C C C C N C C N C H S 2000
| | | | ||
H NH 2 H H O C
CH3 CH3
(4) Edible colours : Edible colours used for food in pollination. The more specific we make our insect
are essentially dyes. The use of food dyes is extremely control, the less we will disrupt the environment.
wide spread. They are used to colour everything from Although, in the past, it looked as if specific control
meat to fruit. For example, dyes are used to dye orange was beyond the scope of chemistry, but some
peels so that oranges retain their colour. Colour is one developments have shown that it is entirely possible to
of the ingredients in fruit juices. There is a great deal control populations of certain insects very effectively
of controversy over the potential harm the dyes may and specifically using substances known as
cause. This controversy becomes more meaningful pheromones.
particularly keeping in view the fact that food dyes add Pheromones provide chemical means of
nothing to the nutritive value of food. The use of azo establishing communication. There are sex, trail and
dyes has raised considerable anxiety in that some of defense pheromones to mention a few. One of the most
them are dangerous for young children and asthma important roles pheromones play is as sex attractants.
patients. Tetrazine, a very widely used dye is especially Sex pheromones tell the honeybee which flower to
a suspect. However, natural dyes like Carotene are safe pollinate. The sex pheromones are remarkably
food edible colours. For protection of consumer powerful. A few hundred molecules may be all that are
interests, the government of India have passed necessary to invoke a response. In addition to this
Prevention of Food Adulteration act (PFA). fascinating parameter, it has been claimed that the sex
Pheromones, Sex Attractants attractants in some species can attract males from over
two miles away. (The sex attractants are usually
A major drawback with chemical insecticides is
emitted by the females, although there are some male
their lack of specificity. Non-specificity of insecticides
may kill helpful insects, such as honeybees, which aid insects which also produce them). By baiting a trap
with a small amount of sex attractant of an insect pest,
Chemistry in Action 1483
one can collect all the males in the vicinity. They may artificial ripening fruits like banana, mango (e.g.
then be disposed of or sterilized. Since mating cannot ethylene).
take place, the reproductive cycle is halted and the pest Detergents
is controlled. The advantages to this method are
As a result of high dissolving power, the naturally
immediately obvious. It is very specific since, (except
occurring water always contains dissolved materials,
in very rare instances), each insect has its own
particularly ionic substances. Hard water contains
attractant. There is no spraying, hence no pesticide
residues. In addition, the concentration of the certain metal ions, such as Ca 2 and Mg 2 . These ions
attractants is so small that there would be no effect on react with soap. (sodium salts of stearic and similar
any other species, even indirectly. For example, the organic acids), to produce a curdy precipitate of
gypsy moth attractants, attracts male moths in the area calcium and magnesium salts. This precipitate adheres
when a trap is baited with only 1 10 9 g . Gypsy moths to clothing and blocks the ability of soaps to remove oil
and grease from fabrics. Synthetic detergents are very
are highly voracious eaters and will completely denude
similar to the salts of fatty acids found in soap, except
trees if they go unchecked.
that they are manufactured chemically from materials
Names and structures of some pheromones
others than animal fats, Examples include salts called
O sodium alkylbenzenesulphonates, which have the
H3C
HC(CH2)9 general structure.
H
CH 3 (CH 2 )x SO 3 Na *
C=C
N COOH Sodiumalkylbenzenesulpho
H CH2CH3
H nates
Sex pheromone of the spruce budworm Trail The anions of synthetic detergents donot
O
pheromone precipitate in the presence of Ca 2 / Mg 2 , so their
CH
C H cleansing action is not affected by hard water.
3
O
Types of detergents
C C H
(1) Anionic detergent : Long chain alcohols are
CH used in the manufacture of some of the synthetic
3
Defense pheromone of larvae of anionic detergents. The long chain alcohols are treated
Chrysomelid beetle with concentrated sulphuric acid to form alkyl
hydrogen sulphates of high molecular mass and finally
Plant Growth Hormones the alkyl sulphates are neutralized with alkali to form
These are the organic substances which are salts.
synthesized in minute quantities in one part of the CH 3 (CH 2 )16 CH 2 OH H 2 SO 4 CH 3 (CH 2 )16 CH 2 OSO 3 H
plant body and are transported to another part where
NaOH (aq.)
they influence specific physiological processes to
regulate growth, differentiation and development. CH 3 (CH 2 )16 CH 2 OS O 3 Na
Anionic Detergent
Plant growth hormones are grouped into two
main types : (i) growth promoters (e.g., auxins, The single anionic detergents is largest use
gibberellines, cytokinins etc.) and (ii) growth inhibitors today in household detergents is alkylbenzene-
(e.g. ethylene, abscisic acid, maleic hydrazide etc.) sulphonate.
Many of these hormones, especially the synthetic ones (2) Cationic detergent : These are mostly
are now-a-days widely used in agricultural practices acetates or chlorides of quaternary amines. Being more
e.g., as weedicides (2, 4-Dichlorophenoxyacetic acid or expensive than the anionic detergents they find limited
2, 4-D), as rooting hormones (Naphthalene acetic acid use. Such detergents however, possess germicidal
or N.A.A. etc.), to induce flowering in certain plants properties and are used quite extensively as germicides.
(e.g., N.A.A., I.B.A.), to prevent pre-mature fruit drop Cetyltrimethyl-ammonium chloride, is an example.
(e.g., 2, 4-D, I.A.A., I.B.A., etc.), for storage of potato
CH 3
tubers–where they prevent sprouting (e.g., N.A.A.), to |
increase sweetness of fruits (e.g., I.B.A.), to increase CH 3 (CH 2 )15 N CH 3 Cl
|
yield of certain crops (e.g. gibberellins increase yield of CH 3
pea, bean tomatoes, pepper, cucumber, lettuce,
Cationic Detergent
cabbage, etc.), in tissue culture (e.g. cytokinins),
1484 Chemistry in Action
(3) Non ionic detergent : Esters of high 'Agni') by DRDO, Hyderabad, and in the aerospace
molecular mass formed by reactions between sector by ISRO and other aerospace organizations for
polyethylene glycol and stearic acid. producing components parts, nozzles of
HOCH 2 CH 2 OH n CH 2 CH 2 HO(CH 2 CH 2 O)n CH 2 CH 2 OH rockets/missiles.
O (2) Ceramics : The term ceramics comes from the
Ethyleneglycol Ethyleneoxide
Polyethyleneglycol Greek word keramikos which means burnt stuff,
CH 3 (CH 2 )16 COOH HO(CH 2 CH 2 O)n CH 2 CH 2 OH
indicating thereby, that desirable properties of these
H 2O materials are normally achieved through a high-
CH 3 (CH 2 )16 COO (CH 2 CH 2 O)n CH 2 CH 2 OH temperature heat treatment process called firing. In the
Nonionic Detergent
past, the most important materials in this class were
Some liquid dishwashing detergents are of the traditional ceramics, prepared from clay,
nonionic type. (kaoloinite) a silicate. In the category of traditional
ceramics we have porcelain, bricks, tiles, glass and
~