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The existence of a very long C–C bond length of up to 290 pm is claimed in a dimer of two tetracyanoethylene dianions, although this concerns a 2-electron-4-center bond. [4] [5] This type of bonding has also been observed in neutral phenalenyl dimers. The bond lengths of these so-called "pancake bonds" [6] are up to 305 pm.
The strength of a bond can be estimated by comparing the atomic radii of the atoms that form the bond to the length of bond itself. For example, the atomic radius of boron is estimated at 85 pm, [10] while the length of the B–B bond in B 2 Cl 4 is 175 pm. [11] Dividing the length of this bond by the sum of each boron atom's radius gives a ratio of
Starting with Pauling in 1947 [12] a correlation between cation–anion bond length and bond strength was noted. It was shown later [13] that if bond lengths were included in the calculation of bond strength, its accuracy was improved, and this revised method of calculation was termed the bond valence. These new insights were developed by later ...
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.
The average length of a C–C single bond is 154 pm; that of a C=C double bond is 133 pm. In localized cyclohexatriene, the carbon–carbon bonds should be alternating 154 and 133 pm. Instead, all carbon–carbon bonds in benzene are found to be about 139 pm, a bond length intermediate between single and double bond.
The example given, paraffin wax, is a member of a family of hydrocarbon molecules of differing chain lengths, with high-density polyethylene at the long-chain end of the series. High-density polyethylene can be a strong material: when the hydrocarbon chains are well aligned, the resulting fibers rival the strength of steel.
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). In fact, the carbon atoms in the single bond need not be of the ...
The number of component bonds is what determines the strength disparity. It stands to reason that the single bond is the weakest of the three because it consists of only a sigma bond, and the double bond or triple bond consist not only of this type of component bond but also at least one additional bond.