Undergraduate

UndergraduateOrganic chemistryHydrocarbons


Alkene


Alkenes are a fascinating group of hydrocarbons in organic chemistry, characterized by the presence of at least one carbon-carbon double bond. This double bond places alkenes in a separate category, distinct from alkenes, and gives them unique properties and reactions. In this comprehensive exploration, we will delve deep into the world of alkenes, covering their structure, properties, nomenclature, occurrence, preparation methods, reactions, and importance. By the end of this exploration, you will have a complete understanding of alkenes and appreciate their role in both nature and industry.

Structure of alkenes

The defining feature of an alkene is the carbon-carbon double bond. This bond consists of a sigma bond and a pi bond. The presence of the pi bond prevents rotation around the double bond, leading to the formation of stereoisomers.

        C=C
    

Because of this structure, alkenes exhibit remarkable features:

  • Planar geometry around the double bond
  • Bond angle of approximately 120°

Example of ethene

H H H H

Ethene, the simplest alkene, has two carbon atoms linked by a double bond, with each carbon also bonded to two hydrogen atoms.

Nomenclature of alkenes

The naming of alkenes follows the IUPAC nomenclature system. The parent name is based on the longest carbon chain containing a double bond. The position of the double bond is represented by the smallest possible number:

Example: CH 3 CH=CH 2

Name: Propane

Long chains and substituents are named similarly, paying attention to numbering:

Example: CH 3 CH 2 CH=CH 2

Name: 1-Butene

The concept of cis-trans isomers arises due to restricted rotation:

        cis-2-butene: CH 3 CH=CHCH 3 (with methyl group on the same side)
        trans-2-butene: CH 3 CH=CHCH 3 (with methyl groups on opposite sides)
        

Properties of alkenes

The presence of a double bond gives alkenes characteristic physical and chemical properties:

Physical properties

  • Boiling and melting point: Generally lower than alkanes. These points increase with increasing molecular weight.
  • Solubility: Alkenes are insoluble in water but soluble in organic solvents.
  • Density: Less dense than water.

Chemical properties

  • Addition Reactions: Due to the double bond, alkenes easily participate in addition reactions.
  • Polymerization: Alkenes serve as monomers in the formation of polymers such as polyethylene.
  • Oxidation: Alkenes can be oxidized to form alcohols, ketones, or carboxylic acids.

Occurrence and natural sources

Alkenes are naturally occurring and are found in a variety of plants and organisms. Ethylene, a simple alkene, acts as a plant hormone that regulates processes such as fruit ripening and the response to stress.

Method of preparation

Alkenes can be synthesized in several ways:

  • Dehydration of Alcohols: In this method, alcohols are dehydrated in the presence of sulphuric acid or alumina to give alkenes.
  • Dehydrohalogenation of alkyl halides: Alkyl halides treated with strong base such as potassium hydroxide can form alkene.

Reactions of alkenes

Alkenes are highly reactive because of their double bonds. Some common reactions are as follows:

1. Hydrogenation

Adding H 2 to alkenes in the presence of a catalyst converts them into alkenes. This reaction reduces unsaturation.

2. Halogenation

Dihalogenated compounds are formed by the addition of halogens such as bromine to alkenes:

        R-CH=CH 2 + Br 2 → R-CHBr-CH 2 Br
    

3. Hydrohalogenation

In this, alkyl halides are formed by adding hydrogen halides (e.g., HCl, HBr) to alkenes:

        CH 2 =CH 2 + HBr → CH 3 -CH 2 Br
    

4. Hydration

By adding water in the presence of an acidic catalyst, alcohol is obtained:

        CH 2 =CH 2 + H 2 O → CH 3 -CH 2 OH
    

Importance of alkenes

Alkenes are of great importance in industrial and chemical processes. For example, ethylene is essential in the production of various plastics and chemicals. Their reactivity allows alkenes to participate in a wide range of chemical reactions forming the building blocks for many compounds.

Conclusion

Understanding alkenes paves the way for a better understanding of organic chemistry. Their role in a variety of natural and synthetic processes is enormous. Equipped with knowledge about their structure, properties, and reactions, students and chemists can harness the potential of these compounds in countless applications, thereby promoting innovation and understanding in chemistry.


Undergraduate → 2.2.2


U
username
0%
completed in Undergraduate


Comments