The Alkene reference article from the English Wikipedia on 24-Apr-2004 (provided by Fixed Reference: snapshots of Wikipedia from wikipedia.org)

Alkene

An alkene is a hydrocarbon that has a double bond between two carbon atoms.

Alkenes are unsaturated substances.

The generic formula is C_nH_2n. The simplest alkene is ethene (also known as ethylene):

Table of contents

1 Physical properties 2 Chemical properties 3 Reactions 3.1 Synthesis 3.2 Hydrogenation 3.3 Halogenation 3.4 Electrophilic addition 3.5 Polymerisation

Physical properties

• The same as alkanes.
• Physical state depends on molecular mass.

Chemical properties

Alkenes are relatively stable compounds, but are more reactive than alkanes.

Reactions

Synthesis

1. cracking reaction.
2. alkane → light alkane + alkene

Hydrogenation

This reaction is done under a pressure of about 50 atm. We use a catalyst called Raney's nickel who is an alloy of nickel and aluminium.

here is an example with ethylene :

CH₂=CH₂ + H₂ → CH₃-CH₃

Halogenation

In the case of alkene, halogenation is an addition reaction.

CH₂=CH₂ + Cl₂ → ClCH₂-CH₂Cl

Electrophilic addition

1. hydrohalogenation
   • alkene + hydrogen halide → alkyl halide

Slow step : this step determine the velocity of the reaction

This is an electrophilic addition with formation of a carbocation. The attacker is the H⁺, he will search for a source of electrons, the ones from the pi-bonding.

   δ+  δ-  

CH₃-CH=CH₂ + H⁺ → CH₃-CH⁺-CH₃

• Fast step :

This is also an electrophilic addition.

CH₃-CH⁺-CH₃ + Cl^- → CH₃-CH-CH₃

                      |     

                      Cl

Polymerisation

here is the case of the ethylene

• Activation step

Under a thermic source of energy, peroxide will decompose into two free radicals.

RO - OR → 2 RO*

• Initiation step

the alone electron of the RO* will bond with an electron from the pi-bonding.

RO* + CH₂=CH₂ → ROCH₂-CH₂*

• Propagation step

There is the addition of n monomers to obtain a polymer.

ROCH₂-CH₂* + n CH₂=CH₂ → RO(CH₂-CH₂)_n-CH₂-CH₂*

• Breaking step

Recombinaison of two free radicals.

R* + *R → R-R

Oxidation reactions : ozonolysis reaction

Oxidation reactions : arranged oxidation

Oxidation reactions : brutal oxidation

See also: alkane, alkyl.

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