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Ethylene (ethene), showing the pi bond in green. A carbon–carbon double bond consists of a sigma bond and a pi bond. This double bond is stronger than a single covalent bond (611 kJ/mol for C=C vs. 347 kJ/mol for C–C), [1] but not twice as strong.
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).
Unsaturated hydrocarbons, which have one or more double or triple bonds between carbon atoms. Those with one or more double bonds are called alkenes. Those with one double bond have the formula C n H 2n (assuming non-cyclic structures). [1]: 628 Those containing triple bonds are called alkyne. Those with one triple bond have the formula C n 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 ...
This bond is a covalent, single bond, meaning that carbon shares its outer valence electrons with up to four hydrogens. This completes both of their outer shells, making them stable. [2] Carbon–hydrogen bonds have a bond length of about 1.09 Å (1.09 × 10 −10 m) and a bond energy of about 413 kJ/mol (see table below).
H 2 O the C−C bond length has increased to 134 picometres from 133 pm for ethylene. In the nickel compound Ni(C 2 H 4)(PPh 3) 2 the value is 143 pm. The interaction also causes carbon atoms to "rehybridise" from sp 2 towards sp 3, which is indicated by the bending of the hydrogen atoms on the ethylene back away from the metal. [4]
Double bonds occur most commonly between two carbon atoms, for example in alkenes. Many double bonds exist between two different elements: for example, in a carbonyl group between a carbon atom and an oxygen atom. Other common double bonds are found in azo compounds (N=N), imines (C=N), and sulfoxides (S=O).
The carbon–carbon single bond is a sigma bond and is formed between one hybridized orbital from each of the carbon atoms. In ethane , the orbitals are sp 3 - hybridized orbitals, but single bonds formed between carbon atoms with other hybridizations do occur (e.g. sp 2 to sp 2 ).