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The cyclobutadienide (2−) ion, however, is aromatic (6 electrons). An atom in an aromatic system can have other electrons that are not part of the system, and are therefore ignored for the 4n + 2 rule. In furan, the oxygen atom is sp² hybridized. One lone pair is in the π system and the other in the plane of the ring (analogous to C-H bond ...
The π system of furan and lone pairs. Note that one of the oxygen lone pairs participates in conjugation in a p orbital, while the other lone pair is in an sp 2 hybridized orbital in the plane of the molecule and not part of the π system. The participation of six electrons in the π system makes furan aromatic (see below).
Furan is a heterocyclic organic compound, consisting of a five-membered aromatic ring with four carbon atoms and one oxygen atom. Chemical compounds containing such rings are also referred to as furans. Furan is a colorless, flammable, highly volatile liquid with a boiling point close to room temperature.
[5] [22] For instance, a modification of this analysis is still viable, even if the lone pairs of H 2 O are considered to be inequivalent by virtue of their symmetry (i.e., only s, and in-plane p x and p y oxygen AOs are hybridized to form the two O-H bonding orbitals σ O-H and lone pair n O (σ), while p z becomes an inequivalent pure p ...
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 ...
For this molecule, carbon sp 2 hybridises, because one π (pi) bond is required for the double bond between the carbons and only three σ bonds are formed per carbon atom. In sp 2 hybridisation the 2s orbital is mixed with only two of the three available 2p orbitals, usually denoted 2p x and 2p y. The third 2p orbital (2p z) remains unhybridised.
This reaction differs from a common S N 2 reaction, because it happens at a trigonal carbon atom (sp 2 hybridization). The mechanism of S N 2 reaction does not occur due to steric hindrance of the benzene ring. In order to attack the C atom, the nucleophile must approach in line with the C-LG (leaving group) bond from the back, where the ...
5-Hydroxy-2(5H)-furanone is a furanone derived from oxidation of furfural using singlet oxygen. [1] [2] This oxidation is carried out generally in methanol or ethanol with a sensitizer like methylene blue or Rose bengal. The mechanism of this reaction is depicted as below.