Organic chemistry I
Alkanes

Alkanes are saturated hydrocarbons containing only single C–C bonds. They have a general molecular formula of \(C_nH_{2n+2} \). They are generally unreactive except in combustion and substitution reactions. Their chemical and physical properties show gradual trends as the carbon chain length increases.

Members of alkanes
No. Alkane Formula State at Room Temp. Boiling Point Trend Density Trend
1 Methane CH₄ Gas Lowest among alkanes Very low
2 Ethane C₂H₆ Gas Increases slightly Low
3 Propane C₃H₈ Gas Increases slightly Low
4 Butane C₄H₁₀ Gas Increases Low
5 Pentane C₅H₁₂ Liquid Higher Low
6 Hexane C₆H₁₄ Liquid Higher Low
7 Heptane C₇H₁₆ Liquid Higher Low
8 Octane C₈H₁₈ Liquid Higher Low
9 Nonane C₉H₂₀ Liquid Higher Low
10 Decane C₁₀H₂₂ Liquid Highest among first 10 Low

Alkanes are saturated hydrocarbons containing only single covalent (sigma) bonds. Their general formula is \( C_nH_{2n+2} \). They are also known as paraffins because of their low reactivity.

Properties of Alkanes

1. Saturated Compounds: They contain only single bonds and do not readily undergo addition reactions.

2. Non-polar: They are insoluble in water but soluble in organic solvents like benzene.

3. Low Reactivity: Because of strong C–C and C–H bonds, they only undergo substitution and combustion reactions.

4. Combustion: They burn in air or oxygen to form CO₂ and H₂O.

5. Boiling Point Trend: Boiling points increase with molecular mass due to stronger van der Waals forces.

6. Homologous Series: They differ from each other by a CH₂ group.

7. Tetrahedral Geometry: Carbon atoms in alkanes are sp³-hybridized with bond angle approximately 109.5°.

Methane

Methane is the first member of the alkane series with molecular formula CH4. It is the simplest hydrocarbon and is also known as marsh gas because it is commonly released from swamps, marshes, stagnant water bodies and decaying organic matter under anaerobic conditions.

Methane is a saturated hydrocarbon consisting of one carbon atom bonded tetrahedrally to four hydrogen atoms. It belongs to the homologous series called alkanes.

Sources of Methane:

Structure of Methane:

      H
      |
  H - C - H
      |
      H

The carbon atom is sp³ hybridized, forming a tetrahedral molecule with bond angles of approximately 109.5°.

Lab. Preparation of Methane

Method 1: Heating a mixture of sodium ethanoate and sodium hydroxide (soda-lime).

Equation

CH₃COONa + NaOH → CH₄ + Na₂CO₃
  

Calcium oxide (CaO) is added to keep the mixture dry and porous.

Method 2: Preparation from Aluminium Carbide

Equation:

Al₄C₃ + 12H₂O → 4Al(OH)₃ + 3CH₄
  
Physical Properties of CH4
Chemical Properties

1. Combustion

Methane burns completely in excess oxygen to form carbon dioxide and water:

$$ CH_4 + 2O_2 \rightarrow CO_2 + 2H_2O $$

2. Substitution Reaction with Chlorine (Halogenation)

This occurs in the presence of sunlight (UV light). Hydrogen atoms are substituted one after another by chlorine.

(a) Formation of Chloromethane

$$ CH_4 + Cl_2 \xrightarrow{} CH_3Cl + HCl $$

(b) Formation of Dichloromethane

$$ CH_3Cl + Cl_2 \xrightarrow{} CH_2Cl_2 + HCl $$

(c) Formation of Trichloromethane (Chloroform)

$$ CH_2Cl_2 + Cl_2 \xrightarrow{} CHCl_3 + HCl $$

(d) Formation of Tetrachloromethane (Carbon Tetrachloride)

$$ CHCl_3 + Cl_2 \xrightarrow{} CCl_4 + HCl $$

3. Reaction with Steam (Steam Reforming)

$$ CH_4 + H_2O \xrightarrow{} CO + 3H_2 $$ This reaction is carried out in the presence of Nickel as catalyst.

4. Cracking

At high temperatures, methane decomposes:

$$ CH_4 \rightarrow C + 2H_2 $$

Uses of Methane
Uses of methane derivatives
DerivativeFormulaUse
Chloromethane CH₃Cl Refrigerant, production of silicon polymers
Dichloromethane CH₂Cl₂ Solvent for paint removers
Trichloromethane (Chloroform) CHCl₃ Used historically as anaesthetic
Tetrachloromethane (Carbon Tetrachloride) CCl₄ Fire extinguisher and dry cleaning solvent (no longer widely used)

Summary