Homologous Series (DP IB Chemistry)

Revision Note

Richard Boole

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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

Some examples of different ring and chain structures found in carbon compounds

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
/ oC

State at room temperature

Boiling point
/ oC

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
C3H8 

alkenes**

CnH2n

Propene
C3H6

alkynes

CnH2n–2

Propyne
C3H4

halogenoalkanes

CnH2n+1X

Chloropropane
C3H7Cl

alcohols

CnH2n+1OH

Propanol
C3H7OH

aldehydes

CnH2nO
(usually written as R–CHO)

Propanal
C3H6O

ketones

CnH2nO
(usually written as R–(C=O)–R)

Propanal
C3H6O

carboxylic acids

CnH2n+1COOH
(usually written as R–COOH)

Propanoic acid
C2H5COOH

ethers

CnH2n+2O
(usually written as R–O–R)

Methoxymethane
CH3OCH3

amines

CnH2n+1NH2

Propylamine
C3H7NH2

amides

CnH2n+1NO
(usually written as R–CONH–R')

N-methylethanamide
CH3CONHCH3

esters

CnH2nO2
(usually written as R–COO–R')

Methyl methanoate
HCOOCH3

** Ethene is the smallest possible alkene as a minimum of two carbons are required to form the carbon-carbon double bond

  • 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

Graph showing the boiling points of the first 10 members of 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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Richard Boole

Author: Richard Boole

Expertise: Chemistry

Richard has taught Chemistry for over 15 years as well as working as a science tutor, examiner, content creator and author. He wasn’t the greatest at exams and only discovered how to revise in his final year at university. That knowledge made him want to help students learn how to revise, challenge them to think about what they actually know and hopefully succeed; so here he is, happily, at SME.