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Ethylene (IUPAC name: ethene) is a hydrocarbon which has the formula C 2 H 4 or H 2 C=CH 2. It is a colourless, flammable gas with a faint "sweet and musky " odour when pure. [ 7 ] It is the simplest alkene (a hydrocarbon with carbon–carbon double bonds ).
In this reaction a variety of reagents add "across" the pi-bond(s). Chlorine, hydrogen chloride, water, and hydrogen are illustrative reagents. Polymerization is a form of addition. Alkenes and some alkynes also undergo polymerization by opening of the multiple bonds to produce polyethylene, polybutylene, and polystyrene.
A hydroxyl group (OH −) attaches to one carbon of the double bond, and a proton (H +) adds to the other. The reaction is highly exothermic. In the first step, the alkene acts as a nucleophile and attacks the proton, following Markovnikov's rule. In the second step an H 2 O molecule bonds to the other, more
The length of the carbonhydrogen bond varies slightly with the hybridisation of the carbon atom. A bond between a hydrogen atom and an sp 2 hybridised carbon atom is about 0.6% shorter than between hydrogen and sp 3 hybridised carbon. A bond between hydrogen and sp hybridised carbon is shorter still, about 3% shorter than sp 3 C-H.
In ethene, the two carbon atoms form a σ bond by overlapping one sp 2 orbital from each carbon atom. The π bond between the carbon atoms perpendicular to the molecular plane is formed by 2p–2p overlap. Each carbon atom forms covalent C–H bonds with two hydrogens by s–sp 2 overlap, all with 120° bond angles. The hydrogen–carbon bonds ...
Hydrocracking is a catalytic cracking process assisted by the presence of added hydrogen gas. Unlike a hydrotreater, hydrocracking uses hydrogen to break C–C bonds (hydrotreatment is conducted prior to hydrocracking to protect the catalysts in a hydrocracking process). In 2010, 265 million tons of petroleum was processed with this technology.
The addition of hydrogen to double or triple bonds in hydrocarbons is a type of redox reaction that can be thermodynamically favorable. For example, the addition of hydrogen to ethene has a Gibbs free energy change of -101 kJ·mol −1, which is highly exothermic. [11]
As such, the predicted shape and bond angle of sp 3 hybridization is tetrahedral and 109.5°. This is in open agreement with the true bond angle of 104.45°. The difference between the predicted bond angle and the measured bond angle is traditionally explained by the electron repulsion of the two lone pairs occupying two sp 3 hybridized orbitals.