Homologous Series (DP IB Chemistry)
Revision Note
Homologous Series
Organic chemistry is the chemistry of carbon compounds
Carbon forms a vast number of compounds because it can form strong covalent bonds with itself
This enables it to form long chains of carbon atoms, and hence an almost infinite variety of carbon compounds are known
The tendency of identical atoms to form covalent bonds with each other and hence form chains is known as catenation
Examples of catenation using carbon
Catenation in carbon allows an almost infinite variety of chains, branches and rings
Carbon always forms four covalent bonds which can be single, double or triple bonds
A functional group is a specific atom or group of atoms which confer certain physical and chemical properties onto the molecule
Organic molecules are classified by the dominant functional group on the molecule
What is a homologous series?
Organic compounds with the same functional group, but a different number of carbon atoms, are said to belong to the same homologous series
One definition of a homologous series is:
A family of similar compounds, having the same functional group, and so similar chemical properties
Every time a carbon atom is added to the chain, two hydrogen atoms are also added
Homologous Series of Alkanes Table
Name of alkane | Number of carbons | Chemical formula | Melting point | State at room temperature | Boiling point |
---|---|---|---|---|---|
Methane | 1 | CH4 | –182 | gas | –162 |
Ethane | 2 | C2H6 | –183 | gas | –89 |
Propane | 3 | C3H8 | –188 | gas | –42 |
Butane | 4 | C4H10 | –138 | gas | –1 |
Pentane | 5 | C5H12 | –130 | liquid | 36 |
The characteristics of a homologous series
The features of a homologous series are:
Each member has the same functional group
Each member has the same general formula
Each member has similar chemical properties
Each member differs by -CH2-
Members have gradually changing physical properties, for example, boiling point, melting point and density
As a homologous series is ascended, the size of the molecule increases
This has an effect on the physical properties, such as boiling point and density
General formulae of different homologous series
Each homologous series can be described by a general formula
General formulae of homologous series table
Homologous series | General formula | Example |
---|---|---|
alkanes | CnH2n+2 | Propane |
alkenes** | CnH2n | Propene |
alkynes | CnH2n–2 | Propyne |
halogenoalkanes | CnH2n+1X | Chloropropane |
alcohols | CnH2n+1OH | Propanol |
aldehydes | CnH2nO | Propanal |
ketones | CnH2nO | Propanal |
carboxylic acids | CnH2n+1COOH | Propanoic acid |
ethers | CnH2n+2O | Methoxymethane |
amines | CnH2n+1NH2 | Propylamine |
amides | CnH2n+1NO | N-methylethanamide |
esters | CnH2nO2 | Methyl methanoate |
** Ethene is the smallest possible alkene as a minimum of two carbons are required to form the carbon-carbon double bond
Physical Trends in a Homologous Series
Since successive members of a homologous series differ by a single –CH2– group, they show a trend in physical properties
Boiling point graph for four different homologous series
As the number of carbons in the straight-chain molecule increases, the boiling point increases
The broad trend is that boiling point increases with increased molecular size
Each additional -CH2- (called the homologous increment) adds 8 more electrons to the molecule
This increases the strength of the London dispersion forces, which leads to a higher boiling point
Similar trends are seen with other physical properties such as melting point, density and viscosity
These trends are followed in other homologous series
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