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CHEMISTRY
CSEC
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ORGANIC CHEMISTRY
It is such a complex branch of chemistry because...
• CARBON is TETRAVALENT ( i.e has 4 valence electrons) and can form 4 covalent bonds.
• Eg. methane
• NOTE: the ability to form bonds between atoms of the same element is called CATENATION
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CARBON ATOMS CAN BE ARRANGED IN
STRAIGHT CHAINS
pentane
BRANCHED CHAINS
RINGS
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TYPES OF FORMULAE - 1
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HOMOLOGOUS SERIES
A series of compounds of similar structure in which each member differs from the next by a
common repeating unit, CH2. Series members are called homologues and...
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FUNCTIONAL GROUPS
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Eg. Alkanes, alkenes and alkynes
Eg. Alkanes
Ethane C2H6 Propane C3H8
Eg. alkenes and alkynes
ethyne
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Naming Straight chain members of a homologous series
Eg. Alkanes ( CnH2n+2) • are saturated hydrocarbons
• general formula CnH2n+2
• Prefix tells the number of carbon atoms
C6H14
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The Main Homologous Series
Example of
Structural Formulae
propane
C‐C
alkane
ethene
alkene
ethanol
hydroxyl
Ethanoic acid
carboxyl
n = number of carbon atoms Note: Every C atom ALWAYS have 4 bonds
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Important in the naming of branched chain
ALKYL GROUPS carbon compounds
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STRUCTURAL ISOMERISM
• Structural isomerism Is the occurrence of compounds with the same molecular formula
but different structural formulae
• Structural Isomers are compounds with the same molecular formula but different
structural formulae
different arrangements of the carbon skeleton
similar chemical properties
slightly different physical properties
more branching = lower boiling point
Example: Two structural isomers of C4H10.
2-METHYLPROPANE
BUTANE
branched
straight chain
Methyl group (CH3‐)
Higher b.pt Lower b.pt
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To avoid confusion :
• DO NOT draw bent or twisted versions of straight chain isomers
• ALWAYS draw the longest continuous chain of carbon atoms horizontally
X X
X X X
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Number of structural isomers
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Structural Isomers of Pentane (C5H12)
C5H12 has 3 structural isomers
A B C
4 3 2 1 1 2 3
CH3CH(CH3)CH2CH3
Pentane (or n‐pentane)
2‐methylbutane
Note: 2,2‐dimethylpropane
• Isomer B and Z are the SAME isomer!
• ALWAYS number the LONGEST CONTINUOUS chain of
C atoms from the end of the chain which gives the side Z
group the lower number (when naming BRANCHED 1 2 3 4
CHAIN ISOMERS)
• Separate numbers(or locants) from side groups by a
hyphen
CH3CH(CH3)CH2CH3
• Separate numbers with commas
• Use di, tri, tetra, penta, hexa, … etc for multiple 2‐methylbutane
identical
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Question:
a) How many isomers of C6H14 are there?
b) Draw ALL structural isomers of C6H14
c) Write the condensed structural formula of each
structural isomers give each its systematic(or IUPAC)
name
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• Petroleum (or crude oil - a fossil fuel) is a usually black or dark brown, but can also be yellowish,
reddish, tan, or even greenish complex mixture of hydrocarbons that occur in the Earth in liquid,
gaseous, or solid form.
• Like coal and natural gas, petroleum was formed from the remains of ancient marine organisms,
such as plants, algae, and bacteria.
• Natural gas is colourless highly flammable gaseous hydrocarbon mixture consisting primarily
of methane and ethane and small quantities of propane and butane
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Fractional Distillation of Crude Oil
• After removing impurities,
the various components or Refinery gas
fractions are separated by
fractional distillation in a
fractionating tower in an
oil refinery.
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USES OF PETROLEUM FRACTIONS
Petrol(or gasoline)
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• Liquefied Natural Gas (LNG) is natural gas (predominantly methane,
CH4, with some mixture of ethane, C2H6) that has been cooled down to liquid
form for ease and safety of non-pressurized storage or transport.
• Liquefied Petroleum Gas: a compressed gas that consists of
flammable hydrocarbons (such as propane and butane) and is used
especially as fuel
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NAMING ALKENES
Length In alkenes the principal chain is not always the longest chain
It must contain the double bond
the name ends in -ENE
5 4 3 2 1
CH3CH2CH=CHCH3 is pent-2-ene (NOT pent-3-ene)
1 2 3 4 1 2 3 4
CH2 = C(CH3)CH2CH3 CH2 = CHCH(CH3)CH3
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STRUCTURAL ISOMERISM IN ALKENES
Example 1
CH3CH
1
2CH2CH=CH2
2 CH3CH
2
2CH=CHCH3
3
PENT-1-ENE PENT-2-ENE
double bond between double bond between
carbons 1 and 2 carbons 2 and 3
There are no other isomers with five C’s in the longest chain but there are three
other structural isomers with a chain of four carbons plus one in a branch.
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CHEMICAL REACTIONS
OF ALKANES
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CHEMICAL PROPERTIES OF ALKANES
• UNREACTIVE;
• have relatively strong, NON-POLAR, SINGLE covalent
bonds
• Unreactive to:
o Strong acids
o Strong bases/alkalis
o Strong oxidizing agents/reducing agents
• Alkanes can however, undergo the following reactions:
1) Combustion(a type of oxidation)
2) Free Radical substitution
3) Cracking
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Halogenation of Alkanes