The Aromaticity - Coursework Example

1) Furan O, sp2 hybridization, electrons in the lone pair are pi-electrons. All atoms are sp2 hybridized, the molecule is planar and conjugated, number of pi-electrons is 6 (4n+2, n=1), so it is aromatic. 2) Imidazole N1 possible configurations: a), b) Configuration a), Sp2 hybridized, with one pi-electron.N2 possible configurations: a), b). Configuration b), Sp2 hybridized, electrons in the lone pair are pi-electrons, All atoms are sp2 hybridized, the molecule is planar and conjugated, number of pi-electrons is 6 (4n+2, n=1), so it is aromatic.3) N possible configurations: a), b) Configuration b), Sp2 hybridized, electrons in the lone pair are pi-electrons, All atoms are sp2 hybridized, molecule is planar, number of pi-electrons is 8 (4n+2, n=1.5), so it is not aromatic.4) O configuration: sp2 hybridization, electrons in the lone pair are pi-electrons.

All atoms are sp2 hybridized, the molecule is planar and conjugated, number of pi-electrons is 10 (4n+2, n=2), so it is aromatic.5) N1 possible configurations: a), b). Configuration b), Sp2 hybridized, electrons in the lone pair are pi-electrons.N2 configuration, sp3 hybridization. All atoms within the cycle are sp2 hybridized, and the number of pi-electrons is 10 (4n+2, n=2), so the cycle is aromatic, the whole molecule is not as it is not cyclic.6) N1,2,3 possible configurations a), b). Configuration a), Sp2 hybridized, with one pi-electron.

S configuration, sp2 hybridization, electrons in the lone pair are pi-electrons. All atoms are sp2 hybridized, the molecule is planar and conjugated, number of pi-electrons is 10 (4n+2, n=2), so it is aromatic.7), N1,2,3 possible configurations a), b). Configuration a), Sp2 hybridized, with one pi-electron.N4 possible configurations: a), b). Configuration b), Sp2 hybridized, electrons in the lone pair are pi-electrons.N5 configuration, sp3 hybridization. All atoms within the cycle are sp2 hybridized, and the number of pi-electrons is 10 (4n+2, n=2), so the cycle is aromatic, while the whole molecule is not as it is not planar.8) N configuration, sp3 hybridization.

O configuration sp3 hybridization. All atoms are in sp3 hybridization, the molecule is not planar, so it is not aromatic.9) The are no heteroatoms. The molecule is planar and conjugated, and the number of pi-electrons is 4 (4n+2, n=0.5), so it is not aromatic.10) O configuration, sp2 hybridization, electrons in the lone pair are pi-electrons. All atoms are sp2 hybridized, the molecule is planar, and the number of pi-electrons is 8 (4n+2, n=1.5), so it is not aromatic.11) O possible configurations a), b). Configuration a), Sp2 hybridized, with one pi-electron.

All atoms are sp2 hybridized, the molecule is planar and conjugated, number of pi-electrons is 6 (4n+2, n=1), so it is aromatic.12) No heteroatom, the molecule is planar, the number of pi-electrons is 3 (4n+2, n=0.25), so it is not aromatic.