Modeling of new materials for hydrogen storage based on the concept of aromaticity is most worthy since aromaticity is associated with thermodynamic stability as well reactivity. Aromatic Compounds •Aromatic –Originally used to describe fragrant substances –Refers to a class of compounds that meets Hückel criteria for aromaticity 3 . Marcin Palusiak, Tadeusz M. Krygowski. ... Naphthalene •Naphthalene possesses a cyclic, conjugated electron system • Size estimates for planar graphene range from 22 to 225 nm and agree with experiments. Double ringed bases in RNA and DNA are also examples of aromatic compounds.

Mono BN-substituted analogues of naphthalene: a theoretical analysis of the effect of BN position on stability, aromaticity and frontier orbital energies. 1: Adiabatic CC stretching mode of bond C4C10 in naphthalene. As a result of their being so stable, such rings tends to form easily, and once formed, tend to be difficult to break in chemical reactions. Naphthalene. Cycloheptatriene, shown in the next figure, is non-aromatic because one of the ring carbons is sp 3 hybridized. Naphthalene Non-Benzene Aromatic Compound – Furan We see many aromatic compounds around us and use them in daily use. Aromatic compounds are highly important for industries as well as these act as key compounds for the synthesis of many compounds. Chapter 14 p 614 – 654 Chapter 15 p 655 – 703 (Reactions) You will by now be familiar with the structure of benzene C 6 H 6 . Objectives. These compounds show many properties linked with aromaticity. criteria for aromaticity 2 . New Journal of … • Aromatic stabilization energy (ASE) estimated for naphthalene, polyacenes and graphene. ; draw a diagram to show the orbitals involved in forming the conjugated six‑pi‑electron systems present in aromatic heterocycles such as pyridine, pyrrole, etc. Substituent effect on local aromaticity in mono and di-substituted heterocyclic analogs of naphthalene. Most Fused Benzenoid Hydrocarbons are aromatic Aromaticity is a property that the majority of fused benzenoid hydrocarbons share. However, the modes measured are delocalized modes, which involve the whole carbon frame of naphthalene. Aromaticity is an important concept in the field of organic chemistry, particularly for rationalizing structure and stability of various systems and also for modeling new compounds. After completing this section, you should be able to. These structures contain a number of double bonds that interact with each other according to certain rules. Discovered in 1825 by Michael Faraday (RI). The moth balls used commonly are actually naphthalene balls. • ASE estimates for graphene range from 2000 to 1 million kcal/mol. The third condition involves the orbitals. Aromatic systems must have an unbroken ring of p orbitals, so any ring that contains an sp 3 hybridized carbon will not be aromatic. This $36.0$ kcal/mol may be regarded as a direct measure of aromaticity and is cited in many places as resonance energy. Enthalpy of Hydrogenation scheme is used to calculate aromaticity of graphene. First of all, Aromatic compounds are those compounds which have conjugated planar ring systems. Aromaticity Rules In organic chemistry, aromaticity is formally used to describe an unusually stable nature of some flat rings of atoms. use the Hückel 4n + 2 rule to explain the aromaticity of each of pyridine and pyrrole. 125.Aromaticity(18)- Polycyclic aromatic hydrocarbons(2)- Azulene,Anthracene, Phenanthrene, Pyrene, Phenacenes. Does naphthalene satisfy the conditions to be aromatic? The normal vibrational modes of the naphthalene molecule embed (in a coded form) information about each CC bond in the molecule.

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