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A molecule with no rings can be represented as a tree with a number of bonds equal to the number of atoms minus one (as in dihydrogen, H 2, with only one sigma bond, or ammonia, NH 3, with 3 sigma bonds). There is no more than 1 sigma bond between any two atoms. Molecules with rings have additional sigma bonds, such as benzene rings, which have ...
The existence of specific conformations is due to hindered rotation around sigma bonds, although a role for hyperconjugation is proposed by a competing theory. [ citation needed ] The importance of energy minima and energy maxima is seen by extension of these concepts to more complex molecules for which stable conformations may be predicted as ...
In the water molecule for example, ab initio calculations show bonding character primarily in two molecular orbitals, each with electron density equally distributed among the two O-H bonds. The localized orbital corresponding to one O-H bond is the sum of these two delocalized orbitals, and the localized orbital for the other O-H bond is their ...
The two most common types of bonds are sigma bonds (usually formed by hybrid orbitals) and pi bonds (formed by unhybridized p orbitals for atoms of main group elements). The geometry can also be understood by molecular orbital theory where the electrons are delocalised.
Hyperconjugation can be used to rationalize a variety of chemical phenomena, including the anomeric effect, the gauche effect, the rotational barrier of ethane, the beta-silicon effect, the vibrational frequency of exocyclic carbonyl groups, and the relative stability of substituted carbocations and substituted carbon centred radicals, and the thermodynamic Zaitsev's rule for alkene stability.
The structure of pi bonds does not allow for rotation (at least not at 298 K), so the double bond and the triple bond which contain pi bonds are held due to this property. The sigma bond is not so restrictive, and the single bond is able to rotate using the sigma bond as the axis of rotation (Moore, Stanitski, and Jurs 396-397).
Lindsay added, “So they have the ‘alpha’ which is the most successful, the best looking and then they have ‘sigma’ which is the same thing as an alpha but humbler.”
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 ...