Alkane

Alkanes are the saturated hydrocarbons having a general formula CnH2n+2 where n= any positive integer. The saturated hydrocarbons are also called paraffin for being less reactive (Parum affinis– little activity). All the saturated hydrocarbons have a single covalent bond between C-C and C-H.

General methods of preparation of alkane

1. From sodium salt of carboxylic acid (sodium carboxylate): Heating sodium carboxylate with soda-lime (NaOH + CaO) gives alkane. This reaction is called soda-lime decarboxylation. Decarboxylation means loss of the carboxyl group.

preparation of alkane from sodium carboxylate

2. Wurtz reaction: Haloalkane is reacted with sodium metal in presence of dry ether to give alkane having double carbon atoms. This reaction is called the Wurtz reaction.

wurtz reaction

3. Catalytic Hydrogenation: Alkene or alkynes react with hydrogen in presence of Ni, Pt, or Pd catalyst to give alkane. (Hydrogenation means the addition of hydrogen).

preparation of alkane from catalytic hydrogenation

4. Reduction of Haloalkane: Haloalkanes are reduced to alkanes in presence of reducing agents like Zn/Cu in ethanol, Ni-Al alloy in NaOH, Ni/H2, Sn/HCl, LiAlH4, NaBH4, or red P4/HI.

alkane from reduction of haloalkane

Physical properties:
  1. The first four members are colorless and odourless gases. From C5 to C15 are colorless liquids and higher are solids.
  2. They are insoluble in water but soluble in organic solvents like alcohol, ether, etc.
  3. The boiling point of alkane increases with an increase in the number of carbon atoms.

Chemical Properties:
1. Substitution reaction

i. Halogenation:

a. Chlorination:
chlorination of alkane
b. Bromination:
bromination of alkane
c. Iodination:
iodination of alkane
ii. Nitration:
nitration of alkane
iii. Sulphonation:
sulphonation of alkane
iv. Combustion/oxidation:
oxidation of alkane
Reactions Summary
alkane reaction summary
Important Conversions
alkane imp conversions
Some Important Questions
  1. What is Wurtz’s reaction? Give an example.
  2. An organic compound A reacts with sodium metal in dry ether to give 2,3-dimethyl butane. Suggest the structure of A with chemical reaction.
  3. What happens when 2-Bromo propane is heated with sodium metal in the presence of dry ether?
  4. Give the preparation of ethane starting from:
    a. Ethene b. Bromoethane c. Sodium propanoate d. methane
  5. What happens when sodium ethanoate is heated with soda lime?
  6. Arrange in decreasing order of boiling point: n-hexane, iso-hexane, n-heptane.

References:
Mishra, AD, et al. Pioneer Chemistry. Dreamland Publication.
Mishra, AD et al. Pioneer Practical Chemistry. Dreamland Publication
Wagley, P. et al. Comprehensive Chemistry. Heritage Publisher & Distributors Pvt. Ltd.

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