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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] A CN bond is strongly polarized towards nitrogen (the electronegativities of C and N are 2.55 and 3.04, respectively) and subsequently molecular ...
Triple bonds are stronger than the equivalent single bonds or double bonds, with a bond order of three. The most common triple bond is in a nitrogen N 2 molecule; the second most common is that between two carbon atoms, which can be found in alkynes. Other functional groups containing a triple bond are cyanides and isocyanides. Some diatomic ...
Example: 2,2,3-trimethyl- . If there are both double bonds and triple bonds, "en" (double bond) is written before "yne" (triple bond). When the main functional group is a terminal functional group (a group which can exist only at the end of a chain, like formyl and carboxyl groups), there is no need to number it.
This group, known as the cyano group, consists of a carbon atom triple-bonded to a nitrogen atom. [1] In inorganic cyanides, the cyanide group is present as the cyanide anion − C≡N. This anion is extremely poisonous. Soluble salts such as sodium cyanide (NaCN) and potassium cyanide (KCN) are highly toxic. [2]
In many nucleophilic reactions, addition to the carbonyl group is very important. In some cases, the C=O double bond is reduced to a C-O single bond when the nucleophile bonds with carbon. For example, in the cyanohydrin reaction a cyanide ion forms a C-C bond by breaking the carbonyl's double bond to form a cyanohydrin.
The less well-characterised ways involve dinitrogen donating electron pairs from the triple bond, either as a bridging ligand to two metal cations (μ, bis-η 2) or to just one (η 2). The fifth and unique method involves triple-coordination as a bridging ligand, donating all three electron pairs from the triple bond (μ 3-N 2).
This is due to its bonding, which is unique among the diatomic elements at standard conditions in that it has an N≡N triple bond. Triple bonds have short bond lengths (in this case, 109.76 pm) and high dissociation energies (in this case, 945.41 kJ/mol), and are thus very strong, explaining dinitrogen's low level of chemical reactivity. [28] [45]
In Group 14 elements (the carbon group), lone pairs can manifest themselves by shortening or lengthening single bond (bond order 1) lengths, [16] as well as in the effective order of triple bonds as well. [17] [18] The familiar alkynes have a carbon-carbon triple bond (bond order 3) and a linear geometry of 180° bond angles (figure A in ...