Various variable materials comprise majorly of the organic compounds and are formed by the organic reactions Figure 6.1.. The organic chemistry also lists all the uses and applications
Trang 3BASIC ORGANIC CHEMISTRY
Trang 5BASIC ORGANIC CHEMISTRY
Ramesh Chandra, Snigdha Singh
and Aarushi Singh
www.arclerpress.com
ARCLER
P r e s s
Trang 6Basic Organic Chemistry
Ramesh Chandra, Snigdha Singh and Aarushi Singh
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ISBN: 978-1-77407-359-9 (Softcover)
Trang 7Prof Ramesh Chandra is an outstanding scientist, revered teacher and an exceptionally
successful administrator He is currently heading Department of Chemistry, University
of Delhi, where he is serving as Professor for the last more than 26 years and Founder Director of Dr B R Ambedkar Center for Biomedical Research, University of Delhi, since March 1991 He has been Vice-Chancellor, Bundelkhand University, Jhansi for six years (1999-2005); Member, Planning Commission, Government of U.P, India as well as the President of the Indian Chemical Society (2004-2006) Professor Chandra started his research career at the University of Delhi, thereafter he went to The New York Hospital-Cornell University Medical Center and the Rockefeller University, New York; State University of New York at Stonybrook, USA as Assistant Research Professor He conducted advanced research at the Harvard University Medical School- Massachusetts General Hospital, jointly at MIT, Cambridge, USA Over the last 38 years, Professor Chandra has contributed largely in the field of Chemical Sciences and particularly in New Drug Discovery and Development as well as Drug Metabolism He has to his credit several patents, published more than 300 original Scientific Research Papers/ Review Articles in International journals of repute and six of his internationally acclaimed scientific Books Prof Chandra is the recipient of several professional national/ international recognitions; these includes: Millennium Plaques of Honor (Life Time Achievement Award for Contribution in Science & Technology) by the Indian Science Congress Association (ISCA) for 2017-2018, Award of the Highest Honor of Soka University, Tokyo, Japan (2000); J William Fulbright Scholarship (1993); The Rockefeller Foundation USA-Biotechnology Career Award (1993); and several others.
ABOUT THE AUTHORS
Trang 8Snigdha Singh completed her M.Tech degree (Chemical Synthesis and Process
Technologies) in 2016 from University of Delhi, India After that she joined Prof Ramesh Chandra group at Department of Chemistry, University of Delhi for her doctoral studies She is involved in miscellaneous projects for development of novel hydroxyethylamine molecules as potent multistage Antimalarial Her sincere efforts and excellent performance has culminated her into a keen researcher Currently, she
is working at University of Siena under the supervision of Prof Maurizio Taddei
on Synthesis of novel 8-hydroxyquinolines as Gli-1 Hedgehog Inhibitors She has successfully optimized complex organic syntheses during her doctoral research Her research efforts are directed towards the synthesis of bioactive heterocyclic molecules She has already published 9 papers in international and national reputed Journals and also presented her work in many conferences.
Ms Aarushi Singh completed her Masters degree in chemistry (2013) from
University of Delhi, Delhi, India Thereafter, she joined as senior research fellow at Indian Agricultural Research Institute, Pusa, Delhi, India Then, she joined Lingaya’s University, Faridabad, India as Assistant Professor in Chemistry.
Trang 9List of Figures xi
List of Tables xv
List of Abbreviations xvii
Preface xix
Chapter 1 Introduction to Chemistry and Organic Chemistry 1
1.1 Introduction 2
1.2 Branches of Chemistry 3
1.3 Importance And Scope of Chemistry 5
1.4 Organic Chemistry 9
1.5 Origin of Organic Chemistry 10
1.6 Applications o Organic Chemistry 13
1.7 Conclusion 19
Review Questions 21
References 22
Chapter 2 Organic Molecules and Functional Groups 23
2.1 Introduction 24
2.2 Functional Groups And Reactivity 25
2.3 Role of Functional Groups 27
2.4 Alcohols 30
2.5 Ethers 33
2.6 Aldehydes And Ketones 34
2.7 Carboxylic Acids 36
2.8 Physical Properties and Characterization 37
Review Questions 40
References 41
TABLE OF CONTENTS
Trang 10Chapter 3 Nomenclature of Organic Molecules 43
3.1 Introduction 44
3.2 History of The Nomenclature of Organic Molecules 45
3.3 Basic Steps For Nomenclature of The Organic Molecules 49
3.4 How To Name Organic Compounds Using The Iupac Rules 51
3.5 Guidelines For The Nomenclature of Organic Molecules 57
Review Questions 60
References 61
Chapter 4 Acids And Bases 63
4.1 Introduction 64
4.2 Acids
4.3 Bases 69
4.4 Neutralization 71
4.5 Arrhenius Theory 74
4.6 Bronsted-Lowry Theory 77
4.7 Lewis Theory 81
Review Questions 84
References 85
Chapter 5 Understanding Organic Reactions 87
5.1 Introduction 88
5.2 Types of Organic Reactions 89
5.3 Principal Methods of Forming The Organic Reactions 91
5.4 Role of Organic Reactions In The Modern World 94
5.5 Importance of Catalyst In Organic Reactions 95
5.6 Organic Chemistry Is All Around Us 98
Review Questions 104
References 105
Chapter 6 Stereochemistry 109
6.1 Introduction 110
6.2 Historical Perspective of Stereochemistry 111
6.3 Fundamentals of Stereochemistry 115
6.4 Chirality 116
Trang 116.5 Stereoisomers 117
6.6 Absolute Configuration And The (R) And (S) System 121
6.7 Fischer Projections 124
Review Questions 127
References 128
Chapter 7 Amino Acids And Proteins 131
7.1 Introduction 132
7.2 Proteins 135
7.3 The 20 Amino Acids And Their Role In Protein Structures 140
7.4 What Is The Difference Between A Protein And An Amino Acid? 150
7.5 What Are Essential Amino Acids? 151
Review Questions 153
References 154
Chapter 8 Carbohydrates 157
8.1 Introduction 158
8.2 History Of Carbohydrates 160
8.3 Carbohydrates 161
8.4 Classification and Nomenclature 162
8.5 Carbohydrates as The Monosaccharides 165
8.6 Disaccharides 167
Review Questions 173
References 174
Chapter 9 Alcohols And Ethers 175
9.1 Introduction 176
9.2 Physical Properties of Alcohols And Ethers 178
9.3 Chemical Properties of Alcohols And Phenols 186
9.4 Preparation Of Alcohols 188
9.5 Nucleophilic Properties: Ether Formation 190
9.6 Some Commercially Important Alcohols 192
Review Questions 194
References 195
Trang 12Chapter 10 Spectroscopy 197
10.1 Introduction 198
10.2 What Is Spectroscopy 200
10.3 Different Types Of Spectroscopy For Chemical Analysis 200
10.4 What Is Electromagnetic Radiation (EMR)? 207
10.5 Basic Components Of Spectroscopic Instruments 208
10.6 Spectroscopy Based On Absorption 211
10.7 Conclusion 212
Review Questions 214
References 215
Index 217
Trang 13LIST OF FIGURES
Figure 1.1 Representation of the branch of chemistry
Figure 1.2 Representation of organic chemistry
Figure 1.3 Frederich Wöhler provided a breakthrough in the field of organic
chemistry
Figure 2.1 Glucose structure
Figure 2.2 Coffee contains caffeine
Figure 2.3 The representation of an alcohol group
Figure 2.4 Structure of an alcohol group
Figure 2.5 Representation of ether group
Figure 3.1 Different methods are being followed for the nomenclature of
organic molecules in the modern world
Figure 3.2 There is a history for the development of the guidelines of the
nomenclature of the organic molecules
Figure 3.3 There are certain guidelines that have to be followed in the naming
of the organic molecules
Figure 3.4 As the saturated hydrocarbons, there is a different set of rules for the
nomenclature of the alkanes
Figure 3.5 While naming an organic molecule, it is important to recognize the
number of branched chains
Figure 4.1 pH scale with examples of every pH level
Figure 4.2 Blue and red litmus paper
Figure 4.3 Titration using burette and beaker
Figure 4.4 Swedish chemist Svante Arrhenius who gave Arrhenius theory Figure 4.5 3D diagram of Bronsted and Lowry theory
Figure 4.6 Image shows the reaction between ammonia and boron trifluoride
(BF3)
Figure 5.1 According to many researchers, the life and all the life-related
functions were started on the planet earth after the initiation of organic reactions
Trang 14Figure 5.2 The direction of arrow plays a very crucial role in displaying the
direction of the reaction
Figure 5.3 The role of the catalyst is to alter the rate of the reaction and assist
in the completion of the reaction
Figure 5.4 The understanding of the organic reaction is very necessary in the
medicine industry
Figure 5.5 Various variable materials comprise majorly of the organic
compounds and are formed by the organic reactions
Figure 6.1 1-Bromo-1-chloroethane
Figure 6.2 Orientation of D-glucose and L-glucose
Figure 6.3 Orientation of D-glucose and D-altrose
Figure 6.4 A meso compound and a regular chiral compound
Figure 6.5 Relative priority as per the Cahn-Ingold-Prelog (CIP) rules
Figure 6.6 The stereocenters are labeled as R or S
Figure 6.7 Comparison of glucose and galactose
Figure 7.1 General structure of amino acid
Figure 7.2 General structure of alpha-amino acid
Figure 7.3 Classification of the amino acid and proteins
Figure 7.4 Structure of glycine
Figure 7.5 Structure of alanine
Figure 7.6 Structure of valine
Figure 7.7 Structure of leucine
Figure 7.8 Structure of isoleucine
Figure 7.9 Structure of proline
Figure 7.10 Structure of phenylalanine
Figure 7.11 Structure of tyrosine
Figure 7.12 Structure of tryptophan
Figure 7.13 Structure of serine
Figure 7.14 Structure of threonine
Figure 7.15 Structure of cysteine
Figure 7.16 Structure of methionine
Figure 7.17 Structure of asparagines
Trang 15Figure 7.18 Structure of glutamine
Figure 7.19 Structure of lysine
Figure 7.20 Structure of arginine
Figure 7.21 Structure of histidine
Figure 7.22 Structure of aspartate
Figure 7.23 Structure of glutamate
Figure 7.24 Chemical structure of amino acid
Figure 9.1 Nomenclature of alcohol
Figure 9.2 Isomeric representation
Figure 9.3 3-methyl-2-pentanone synthesis
Figure 9.4 Synthesis of metronidazole
Figure 9.5 Williamson-ether-synthesis
Figure 9.6 Ether peroxide formation
Figure 9.7 Ether
Figure 10.1 Ultraviolet-visible spectroscopy
Figure 10.2 Infrared spectroscopy
Figure 10.3 Nuclear magnetic resonance spectroscopy
Figure 10.4 Electromagnetic wave
Trang 17LIST OF TABLES
Table 4.1 Some acids and their conjugate bases
Trang 19LIST OF ABBREVIATIONS
IACS International Association of Chemical Societies
IR infrared
ISO International Organization for Standardization IUPAC International Union of Pure and Applied Chemistry IUPAP International Union of Pure and Applied Physics
SI International System of Units
Trang 21Subject and Content
Organic chemistry is a field of chemistry that deals in the study of the compounds containing carbon It deals with the structural analysis, properties, composition, reactions related to those compounds, and the processes related to their preparation The organic chemistry also lists all the uses and applications
of the compounds that fall under the field of study.
Organic chemistry plays a significant role in the preparation of various materials and products in the field of manufactured and processed goods It explains the various phenomena related to the synthesis of compounds and the manner in which they can be reacted with each other to form new products.
The motive of this book is to elaborate on the various aspects of organic chemistry and the related fields It dwells on the preparation of various organic compounds and discusses the ways in which those compounds may be used further to form new products and goods that can be applied in various sectors.
Salient Features of the Book
• The book introduces the readers to chemistry and explains them the various aspects related to the subject It discusses the various elements related to the field of chemistry It explains the several applications of chemistry and its uses in their daily lives It also explains the various fields that originate from the main chemistry and dwells upon their classification and fundamentals related to those fields.
• The book goes on to explain organic chemistry to the readers It explains how the various molecules group themselves together to form certain structures in the organic chemistry It explains various kinds of shapes and forms that the compounds form and also enlists several functional groups that exist in the organic chemistry The book dwells upon the classification of the organic compounds based on these functional groups and the structures they form resulting from it.
• Moving further, the book dwells upon the procedures that are used for the nomenclature of the organic compounds It lists all the standards that
PREFACE
Trang 22need to be followed while naming a compound It also enlists various groups that are referenced when naming a compound and the use of bonds while doing so.
• The book goes on to explain the meaning and relevance of acids and bases in the organic chemistry It elaborates upon the significance of both the types in the compounds and explains how the various properties of the compounds vary according to what group they belong to.
• The book dwells upon the subject of understanding how the reactions go through in organic chemistry In the organic chemistry, there is generally rue to the way reactions happen, and the book explains the methods and rules to the readers in detail.
• The book further goes on to define the roles of ethers, alcohols, aldehydes, amino acids, carbohydrates, and other such groups in characterizing several compounds in organic chemistry It dwells upon the significance
of each of these groups in the organic chemistry and establishes ways
in which they react with each other and form various compounds and products.
This book has been compiled to elaborate on the subject of organic chemistry and its relevance in the modern world It lists various aspects related to the field
of organic chemistry and tries to discover the aspects related to this field of chemistry in detail.
Trang 23• The field of chemistry.
• The various branches of chemistry.
• Importance and scope of chemistry.
• The sub-discipline of organic chemistry.
• The history of organic chemistry.
• Applications of organic chemistry.
Trang 24Basic Organic Chemistry
2
1.1 INTRODUCTION
Chemistry is defined as a branch of science that studies the matter and the reactions it undergoes Other branches of science like physics, biology, and geology also deal with the study of matter But chemistry
is the only branch that deals with the reactions that matter undergoes
It includes a study of the composition of the matter, its structure, properties, and its reactions Chemistry is a complex and fascinating subject
Chemistry provides an answer to most of the questions regarding how or why something is in the natural world For example, the reason behind the sky appearing blue The color depends on the chemical composition of the substances and the light they reflect Example of another simple question related to chemistry is how an insect walks on the surface of the water without drowning The unique properties of water provide a high surface tension, which does not let small objects sink Chemistry surrounds us and anything that concerns matter has its answer in chemistry (Figure 1.1)
Figure 1.1: Representation of the branch of chemistry.
Source: http://www.picpedia.org/highway-signs/images/chemistry.jpg
Chemists make new compounds by understanding the reactions between elements and compounds Chemistry finds its applications in
Trang 25Introduction to Chemistry and Organic Chemistry 3
the chemical and pharmaceutical industry It is
used in making plastics, ceramics, fillers, alloys,
drugs, etc
The target compound is synthesized using
chemical reactions under conditions that are
determined optimum so that output is produced
in a cost-effective manner The compound is
purified after the best conditions are identified
and finally identified by chemists The process
of identification is to ensure that the compound
contains all elements in the right proportion and
also the determination of the three-dimensional
structure of the compound.
1.2 BRANCHES OF CHEMISTRY
Chemistry is divided into many branches or
disciplines since it is a vast subject Dividing it
into manageable topics helps more accurately
The main branches are organic chemistry,
inorganic chemistry, analytical chemistry,
physical chemistry, and biochemistry
1.2.1 Organic Chemistry
It involves the study of carbon and its compounds
that make up living things It is basically the
chemistry of life
1.2.2 Inorganic Chemistry
Inorganic chemistry covers the study of
compounds that is not a part of organic chemistry
Its studies compounds that are inorganic, and
does not contain a C-H bond Many inorganic
compounds contain metals
Compound means
to combine;
a compound is a combination or mixture of two or more things
Trang 26Basic Organic Chemistry
4
1.2.3 Analytical Chemistry
Analytical chemistry is the analysis of chemicals, their properties, and reactions It also includes developing tools and techniques for the purpose
of analytical work Analytical chemistry is used
by chemists of all disciplines, but some experts focus on the development of analytical methods
1.2.4 Physical Chemistry
This branch of chemistry comprises of the study
of physical principles of atoms and compounds
In other words, it is a branch of chemistry which uses principles of physics and can be called as the physics of chemical compounds
It involves the study of how particles move, how energy is used in reactions, the interaction between light and energy, and the speed of reactions It includes the applications
of thermodynamics and quantum mechanics.
1.2.5 Biochemistry
It is the study of the chemical process that happens within living organisms It includes large biological molecules like carbohydrates, DNA, proteins, and lipids
Chemistry can be divided into categories
in other ways These five are the main topics
in the study of chemistry These branches
overlap in certain areas Organic chemistry
and biochemistry, for example, share a lot in common An organic chemist may be required
to have knowledge of the rate of reaction of organic compound, which involves physical chemistry Similarly, an inorganic chemist may
Trang 27Introduction to Chemistry and Organic Chemistry 5
use analytical method to understand the crystal
structure of inorganic matter
Besides these broad categories, there are
many other specializations in this branch
Environmental chemistry is concerned with
the chemical processes occurring in nature A
geochemist is concerned with the composition
and chemical processes of the earth, soil, rock,
etc Other branches include medicinal chemistry,
polymer chemistry, and even chemical
engineering
1.3 IMPORTANCE AND SCOPE OF
CHEMISTRY
Chemistry is important for the day-to-day life
and has a huge scope
1.3.1 Supply of Food
Knowledge about chemistry has led to the
manufacture of chemical fertilizers like urea,
sodium nitrate, calcium superphosphate, and
ammonium sulfate These fertilizers have
played a significant role in increasing the
yield of vegetables, fruits, and other crops and
address food security issues Use of fertilizers
helps to cater to the ever-growing demand for
food Pesticides and insecticides help to protect
the crops from pests and microbes
Another way by which chemistry has
addressed the issue of food spoilage is by the
discovery of preservatives These chemicals help
increase the shelf life of food items Moreover,
Organic chemistry
is a subdiscipline
of chemistry that studies the structure, properties and reactions of or- ganic compounds, which contain carbon in covalent bonding Study of structure determines their chemi-
cal composition and formula.
Trang 28Basic Organic Chemistry
6
chemical tests also help in detecting the presence
of adulterants in food and determine the quality
of many lifesaving medicines The discovery
of penicillin saved millions from death due to pneumonia, and the discovery of sulfa drugs made a cure for dysentery
Other lifesaving drugs include taxol and cisplatin for cancer patients and AZT for AIDS victims Some common medicines that help to solve the various health issues include:
• Analgesics: Helps in control different
types of pain
• Antibiotics: Cures infection and
diseases
• Tranquillizers: Reduce tension and
eases mental diseases by making the patients calm
• Antiseptics: Prevents infection of
cuts and wounds
• Disinfectants: Destroys microbes
present in toilets, floor, and drains
• Anesthetics: It has revolutionized
surgical operations and increased their success rate
• Insecticides: Such as Gammexane
and DDT has minimized the risk of diseases caused by mosquitoes, rats, and flies
Trang 29Introduction to Chemistry and Organic Chemistry 7
1.3.3 The Scope of Chemistry in Saving
the Environment
Chemistry has also contributed immensely
to make chemicals environmentally benign
Organic chemicals are environment-friendly
and help in protecting nature For example,
the substitution of CFCs as cooling agents in
refrigerators
1.3.4 Comfort in Daily Life
Advancement in chemistry has made day-to-day
life more comfortable in various ways:
• Synthetic Fibers: These materials are
comfortable, attractive, and sturdy
Examples of synthetic material are
nylon, rayon, etc They are easy to
handle as well, can be washed easily,
dried, and used without ironing
The chemicals provide bright and
fast colors, which increase the
attractiveness of these clothes
• Building Materials: The construction
materials have been invented with the
help of chemistry The invention of
materials like steel, cement, etc has
made the construction of homes and
multistoried buildings possible These
materials are durable and are used
for the construction of infrastructure
facilities that has led to urbanization
• Supply of Metals: Metals like gold,
copper, silver, aluminum, zinc, iron,
and the various alloys have been
discovered by chemists These metals
have various uses in our daily life like
Trang 30Basic Organic Chemistry
8
making ornaments, utensils, coins, plants, and equipment for industries, etc
• Articles of Domestic Use: Chemistry
has vast applications in domestic purposes It has made life comfortable
by providing many articles for domestic uses like oils, detergents, sugar, paper, plastic, glass, cosmetics, cooking gas, etc The chemicals used
in the refrigerators and air conditioners have been developed using principles
of chemistry
• Entertainment: Even the world
of entertainment is dominated by inventions in the field of chemistry Cinema, cameras, DSLR use films made out of celluloid They are coated with suitable chemicals to make them fir for the purpose Fireworks used in festivals and occasions are a product
of chemistry
• Transport and Communication:
The various modes of transport need fuel All vehicles from airplanes, ships, trains, and automobiles use different chemical products like coal, petrol, diesel, etc Without chemistry, the modern transport system would not have developed
• Nuclear Atomic Energy: This is one
of the greatest discoveries in the field
of chemistry This alternative source
of energy is environmentally benign
and addresses the issue of energy security
Trang 31Introduction to Chemistry and Organic Chemistry 9
1.3.5 The Scope of Chemistry in Industry
Chemistry has played a huge role in the growth
and development of industries such as textile,
paper, glass, chemical, cement, textile, dye
paints, pharmaceuticals, etc Industrialization
has provided employment opportunities to
billions around the globe It has also made
economic development possible
1.3.6 The Scope of Chemistry in Defense
The defense system owes all its innovations
to chemistry It has led to the discovery of
explosives like dynamite, TNT, nitroglycerine,
etc Poisonous gases like Phosgene, mustard
gas have been invented due to advancement
in chemistry The modern defense system is
entirely a product of discoveries in this field
1.4 ORGANIC CHEMISTRY
Organic chemistry involves the scientific
study of the structure, properties, composition,
reactions, and synthesis of organic compounds
that by definition contain carbon It is called the
study of life All carbon reaction is not organic
Only those carbon-containing compounds are
organic that contains the carbon-hydrogen
(C-H) bond
Organic chemistry is possibly the most
important branch of chemistry since it deals
with all chemical reactions that are associated
with life The various experts who make life
easier like doctors, dentists, chemical engineers,
and veterinary doctors owe their knowledge to
chemistry
Trang 32Basic Organic Chemistry
10
Organic chemistry has various applications
in daily life It is responsible for the development
of food, drugs, fuels, construction materials, and other chemicals, which have transformed human life (Figure 1.2)
Figure 1.2: Representation of organic chemistry.
Source: to/2017/10/23/01/08/adrenaline-2879838_960_720 png
https://cdn.pixabay.com/pho-1.5 ORIGIN OF ORGANIC CHEMISTRY
The history of organic chemistry has its roots in ancient times when men extracted chemicals from plants and animals to cure their community Although they did not coin the term organic chemistry, they maintained a record of useful properties
For example, the use of willow barks in helping to ease the pain It was later established that willow bark contains acetylsalicylic acid the ingredient in aspirin Chewing the bark extracted the aspirin Their knowledge laid the foundation
of modern pharmacology, which depended on
the knowledge of organic chemistry
Organic chemistry was first recognized as a branch of modern science during the 1800s Jon
Pharmacology is
the branch of
biol-ogy concerned with
the study of drug or
endog-enous (from within
the body) molecule
which exerts a
bio-chemical or
physio-logical effect on the
cell, tissue, organ, or
organism.
Trang 33Introduction to Chemistry and Organic Chemistry 11
Jacob Berzelius was the founder of this branch
He classified chemical compounds into organic
and inorganic Organic compounds are those
that originated from living matter and inorganic
from non-living matter such as minerals Most
of the chemists during that period believed in
Vitalism It basically denoted that action of
some vital force alone could extract organic
compounds from living organisms
A student of Berzelius discovery led to the
abandonment of Vitalism as a scientific theory In
1828 Frederich Wöhler discovered that inorganic
compounds could also produce the organic
compound He made urea by heating ammonium
cyanate Urea is an organic compound while
ammonium cyanate is inorganic Wohler
combined ammonium chloride and silver cyanate
to produce aqueous ammonium cyanate and solid
silver chloride (Figure 1.3)
Figure 1.3: Frederich Wöhler provided a
break-through in the field of organic chemistry.
Source: https://upload.wikimedia.org/wikipedia/
commons/9/93/Friedrich_W%C3%B6hler_Litho2.
jpg
Trang 34Basic Organic Chemistry
12
He then separated the filtered the mixture
to separate the two compounds He evaporated the water to purify aqueous ammonium cyanate Surprisingly, the substance that remained after evaporation had properties of urea and not ammonium cyanate Wohler’s experiment led to the synthesis of an organic compound from an inorganic one for the first time
1.5.1 A Breakthrough in Science History
Wohler’s observation was a breakthrough because of two reasons First, it led to discarding the theory of Vitalism by generating an organic compound from inorganic matter Second, it led
to the discovery of isomerism, which represents the possibility of two or more structures based on the same chemical formula In his experiment, ammonium cyanate crystals and urea crystals were based on N2H4CO
Post this experiment, chemists started to
experiment to find out the cause of isomerism
This led to the origin of the structure of chemical compounds By the 1860s, chemists like Kékulé were coming up with explanations about the link between the chemical composition of a compound and the physical distribution of its atom
In the 1900s, chemists were trying to develop models for electron distribution for explaining the nature of chemical bonding During this period, more organic compounds were being discovered each year In the 20th century, many subdisciplines started branching out from organic chemistry such as petrochemistry, pharmacology, bioengineering, polymer chemistry, and others
Trang 35Introduction to Chemistry and Organic Chemistry 13
During that century, the innumerable new
substance was being identified or synthesized
In the present day, more than 98 percent of the
compounds known are organic A number of
organic compounds present, and their reactions
is astonishing
1.6 APPLICATIONS OF ORGANIC
CHEMISTRY
All substances having the element carbon
are called organic compounds, and organic
chemistry is concerned with these substances
The subject deals with compounds that have
carbon ranging from solids like graphite to
solvents and gases Almost all compounds that
surround us have carbon
Most of the substances that are used in daily
human life are organic This includes edibles
like bread, milk, sugar, etc Besides, clothes,
belts, shoes, tires, and medicines also come
under this category
1.6.1 Medicine
The most important application of organic
chemistry is in the field of medicine Majority
of the drugs are organic in nature Antibiotics,
painkillers, anti-cancer drugs, anesthetics,
anti-depressants, and cardiac drugs are some
examples There are three broad applications of
organic chemistry in the field of medicine
• Drugs to Cure Disease: As
mentioned, since most drugs used
to cure disease are organic, they are
bitter, water-insoluble, and moves
Trang 36Basic Organic Chemistry
14
easily in the body tissues In order for the drug to access the innermost part
of body tissue, lipid solubility has
to be enhanced Change in organic ration, i.e., carbon content can ensure this
Organic chemistry is concerned with the study of drugs in order to make them more effective and ensure their reach and safety To make the drugs safe, their toxicity is minimized through metabolism Sometimes organic compounds have a varying effect on the body despite the same chemical structure due to stereoisomerism
The ‘Cis’ and ‘Trans’ isomers play a different role The drugs L-DOPA, which is used to treat Parkinson and Levofloxacin, which
is an antibiotic, have L-configuration Both of them are Levoisomers of the same substance However, Levo is more efficient than Dextro
• Pathophysiology of the Diseases:
Knowledge of biochemistry and organic chemistry is indispensable for investigating diseases Most disease progress the same way before death ensues For example, in gout, the purine metabolism is hindered, which are important moieties of DNA and RNA molecules The uric acid generated during purine metabolism does not convert to urea and instead gets stored The crystals accumulate
in the smaller joints, and this leads to
gout Checking the uric acid levels in
blood indicates gout
Trang 37Introduction to Chemistry and Organic Chemistry 15
In case of infections like malaria, biochemical
components of the body are destroyed The
malaria-causing parasite damages hemoglobin,
which causes the hemoglobin levels to drop
This can be detected by variances in the organic
functional group when compared to a healthy
individual The variance in organic compound
indicates the severity of the disease and helps to
study its course
• Diagnosis of Disease: Organic
chemistry has its application in
diagnosis as well It helps in detecting
the organic part of the disturbed
substance For instance, increased
sugar levels indicate diabetes The
disease in severe cases is accompanied
by an elevated level of ketone Sugars
comprise aldehyde groups (CHO) and
ketones (C=O) groups
These groups are investigated Higher the
level of these groups, higher is the severity of
the disease This way, organic group helps in
diagnosis by checking the levels of the disturbed
organic functional group Similarly, for patients
with heart disease, cholesterol levels are tested
1.6.2 Food
Food is entirely made up of carbon compounds,
namely fat (CH-COO-CH), carbohydrates
(CHO) and proteins (NH2-CH-COOH) All
vitamins are also organic The body requirement
during specific conditions like pregnancy,
disease, or fitness determines the requirement
of food and nutrients For example, folic acid
Trang 38Basic Organic Chemistry
16
is taken during pregnancy to maintain the fetal health
For those desirous of building muscles,
a protein-rich diet is recommended Even beverages like beer, vodka, and wine, which contain ethyl alcohol have organic content Knowledge of organic chemistry is required to ensure their flavor, quality, and handling
1.6.3 Textiles and Clothing
The cloth is made of various textures like wool, cotton, silk, polyester, etc These materials contain carbon Organic chemistry aids in the studies of textile material This enables with controlling the quality, durability, color, and cleaning methods
1.6.4 Cleansing Agents
Organic solvents are widely used in the industries for cleaning For example, when a drug is extracted from plants, petroleum is used
to remove the fatty matter from the pulp Even for domestic purpose, organic compounds are used for cleaning
For example, phenol and other agents are used to clean walls and floor These sanitizing agents are manufactured using principles of organic chemistry to remove dirt and eliminate microorganisms The organic chemistry principles provide a knowledge of solubility, polarity, and partition factors which helps in putting the solvents to better use
Trang 39Introduction to Chemistry and Organic Chemistry 17
1.6.5 Sterilizing Agents
The disinfectants and sterilizing agents are
mostly organic compounds, for example, phenol,
formaldehyde, and others They are very potent
due to their solubility; pH levels etc and can
destroy microbes and human tissue cells as well
They dissolve the cell wall of the microbes
or damage their protein layers, thereby
killing them The efficiency of these agents is
increased by making adjustments to the organic
composition Gases like ethylene oxide are also
used besides these solvents They find their
application in the sterilization of drugs and
manufactured substances
1.6.6 Analytic Material
Chemical compounds like drugs, cosmetics,
pesticides undergo a test for their safety and
quality check This testing is enabled by
different techniques using principles of organic
chemistry like titrations, spectrophotometry,
chromatography, etc
The reagents used in the techniques like
acids, bases, oxidizing, and reducing agents are
organic Further, the endpoint indicators in the
titration are also organic compounds
1.6.7 Valuables
There are many carbon compounds that are
precious, durable, and amongst the hardest
substances Graphite and diamond are pure
carbon compounds and contain no other
elements They are widely used and very
expensive
Solubility is the
property of a solid, liquid or gaseous chemical substance called solute to dissolve in a solid, liquid or gaseous solvent.
Trang 40Basic Organic Chemistry
1.6.8 Other Applications and Uses
Organic chemistry is applied to wide areas in the field of medicine, petroleum, pesticide, textile, etc
• Analysis: Since all organic substances
are not soluble in water, non-aqueous titration can analyze them This is done using organic solvents like acetone, pyridine, methanol, etc Many techniques like spectroscopy, chromatography, etc also use organic solvents for analysis This analysis helps to test the quality, quantity, etc
of the compounds to be investigated
• Synthesis: Organic chemistry principles are applied in the synthesis
of many compounds, which are employed on a wide scale For example, a drug molecule that is found in nature can be synthesized using principles of organic chemistry and made available for large-scale use
Many drug manufacturers apply for a patent
to synthesize the same drug using their method The same compound can be synthesized using various steps Pharma companies stick to organic methods since they cost less and can