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In organic chemistry, planar, three-connected carbon centers that are trigonal planar are often described as having sp 2 hybridization. [2] [3] Nitrogen inversion is the distortion of pyramidal amines through a transition state that is trigonal planar. Pyramidalization is a distortion of this molecular shape towards a tetrahedral molecular ...
Chemist Linus Pauling first developed the hybridisation theory in 1931 to explain the structure of simple molecules such as methane (CH 4) using atomic orbitals. [2] Pauling pointed out that a carbon atom forms four bonds by using one s and three p orbitals, so that "it might be inferred" that a carbon atom would form three bonds at right angles (using p orbitals) and a fourth weaker bond ...
In chemistry, isovalent or second order hybridization is an extension of orbital hybridization, the mixing of atomic orbitals into hybrid orbitals which can form chemical bonds, to include fractional numbers of atomic orbitals of each type (s, p, d). It allows for a quantitative depiction of bond formation when the molecular geometry deviates ...
Bent's rule can be extended to rationalize the hybridization of nonbonding orbitals as well. On the one hand, a lone pair (an occupied nonbonding orbital) can be thought of as the limiting case of an electropositive substituent, with electron density completely polarized towards the central atom.
In chemical bonds, an orbital overlap is the concentration of orbitals on adjacent atoms in the same regions of space. Orbital overlap can lead to bond formation. Linus Pauling explained the importance of orbital overlap in the molecular bond angles observed through experimentation; it is the basis for orbital hybridization.
Bredt's rule also applies to carbocations and, to a lesser degree, free radicals, because these intermediates also prefer a planar geometry with 120° angles and sp 2 hybridization. It generally does not apply to hypervalent heteroatoms, although they are commonly written with a formal double bond. [6]
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 ...
Triple bonding can be explained in terms of orbital hybridization. In the case of acetylene, each carbon atom has two sp-orbitals and two p-orbitals. The two sp-orbitals are linear, with 180° bond angles, and occupy the x-axis in the cartesian coordinate system. The p-orbitals are perpendicular to the sp-orbitals on the y-axis and the z-axis.