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Similar to carbon–carbon bonds, these bonds can form stable double bonds, as in imines; and triple bonds, such as nitriles. Bond lengths range from 147.9 pm for simple amines to 147.5 pm for C-N= compounds such as nitromethane to 135.2 pm for partial double bonds in pyridine to 115.8 pm for triple bonds as in nitriles. [2]
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). In a skeletal formula, a double bond ...
Planarity results from the sp 2-hybridization of the mutually double-bonded carbon and the nitrogen atoms. The C=N distance is 1.29–1.31 Å for nonconjugated imines and 1.35 Å for conjugated imines. By contrast, C−N distances in amines and nitriles are 1.47 and 1.16 Å respectively. [4] Rotation about the C=N bond is slow.
It is generally considered the average length for a carbon–carbon single bond, but is also the largest bond length that exists for ordinary carbon covalent bonds. Since one atomic unit of length (i.e., a Bohr radius) is 52.9177 pm, the C–C bond length is 2.91 atomic units, or approximately three Bohr radii long.
Molecular geometries can be specified in terms of 'bond lengths', 'bond angles' and 'torsional angles'. The bond length is defined to be the average distance between the nuclei of two atoms bonded together in any given molecule. A bond angle is the angle formed between three atoms across at least two bonds.
In fact, the carbon atoms in the single bond need not be of the same hybridization. Carbon atoms can also form double bonds in compounds called alkenes or triple bonds in compounds called alkynes. A double bond is formed with an sp 2-hybridized orbital and a p-orbital that is not involved in the hybridization. A triple bond is formed with an sp ...
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In chemistry, the double bond rule states that elements with a principal quantum number (n) ... carbon (n=2) N nitrogen (n=2) O oxygen (n=2) Si silicon (n=3) P ...