an introduction to organic chemistry by ng yisi. what is organic chemistry? the study of...
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An Introduction to Organic ChemistryBy Ng Yisi
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What is organic chemistry?
The study of carbon-containing compounds
General properties are different from inorganic compounds (e.g., ionic salts, etc.)
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Organic Compounds
More than 5,000,000 known organic compounds compared to only about 200,000 to 300,000 known inorganic compounds
General properties are different from inorganic compounds (ionic salts etc.)
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Organic compounds
Covalent bonding Low melting points Mainly insoluble in
water Mainly soluble in
organic solvents (e.g., gasoline)
Almost all burn Slower reactions
Inorganic compounds
Ionic bonding High melting points Mainly soluble in
water Mainly insoluble in
organic solvents Very few burn Very fast reactions
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Covalent bonding
A covalent bond involves sharing of a pair of electrons between two atoms
Each atom contributes one electron for sharing
The shared electrons are localised between the two atomic nuclei
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Covalent bonding
Example
H● + H× H H
H H can be represented as H—H
● ×
● ×
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Why carbon?
A carbon atom forms four bonds Carbon atoms form stable bonds
with other carbon atoms (i.e., the C—C covalent bond is strong)
Can form chains and even networks Examples: graphite and diamond
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Why carbon?
•A carbon atom forms four bonds
•Graphite•Diamond
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Why carbon?
Carbon atoms also form stable bonds with other atoms (i.e., C—H, C—O, C—N, C—Cl etc. bonds are strong)
Many combinations and arrangements are possible
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Examples of Organic Examples of Organic CompoundsCompounds
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Hydrocarbons (CnHm)
Extracted from crude oil
Separated according to size for various purposes
Source of energy, plastics, solvents, raw materials, etc.
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Sucrose
C
C
C
O
C
C
OH
H
C
O
H H
H
OH
O
C
H
HO
C
C C
C
C
O
O
H H
O
OH H H
H
H
H
C12H22O11
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Ethanol C2H5OH
C
H
H C
H
O
H
H
H
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Aspirin (acetylsalicylic acid)
C
OH
O
OHC
O
OH
OCOCH3
(CH3CO2)O
H2SO4
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Chlorofluorocarbons(CFCs)
C
F
ClCl
Cl
CFCl3
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What are organic molecules?
Main structure: carbon backbone Each carbon must have 4 covalent
bonds (i.e., share an electron with a neighbouring atom)
Modular system, building blocks attached to each other by covalent bonds
Functional groups with specific properties
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Examples of functional groups
Alkene C=C Alcohol –OH Halogen groups –Cl, –Br Amine –NH2
Carboxylic acid –COOH Amide –CONH etc.
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Esters
C OC
O
C
H
H
H
H
H
H
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Esters
Synthesised when a carboxylic acidand an alcohol react
R C
O
O H R O H
C O
O
R R H2O
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Esters
Responsible for many flavours and fragrances
Generally sweet and pleasant smells
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Esters
Structure FlavourBananaOrange
PineappleApple
Raspberry
CH3COOCH2CH2CH(CH3)2
CH3COO(CH2)7CH3
CH2(CH2)2COOCH2CH3
CH3(CH2)2COOCH3
HCOOCH2CH(CH3)2
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Esters: Other applications
Aspirin, an analgesic (painkiller) Ethyl acetate, a solvent Polyesters
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Polyesters: applications
Clothing (e.g., Dacron, terylene) In sheet-form: tape Used to make synthetic arteries for
heart surgery Absorbable staples for surgery