A rules to follow while drawing resonance structures. In order to be aromatic the system also has to be flat, conjugates and cyclic, and all the atoms need to be sp2 hybridized to be ch. These notes contain huckels rule of aromaticity and solve examples form different examination. For example, pyrindene is a common organic base used in many reactions. It gives a triangle with one double bond, 2 lone pairs at the tip, and a negative charge. Heterocyclic compounds are the ones containing atoms other than carbon in the ring system. Youtube to mp3 of aromatic compounds and huckels rule. Aromatic compounds are highly unsaturated, cyclic molecules that show extra stability as compared to their open chain counterpart. The original definition of aromatic only states is very broad and may include any and no compounds in the traditional sense, having a chemistry typified by benzene. For example, the cyclopentadienyl anion and the cycloheptatrienylium cation are both considered to be aromatic ions, and the azulene molecule can be approximated as a combination of both. According to huckels rule these compounds should not exhibit aromatic.
Economou the journal of physical chemistry c 2015 119 29, 1699117003. Aromaticity important topic for csirnet, gate, iitjam. In organic chemistry, huckels rule estimates whether a planar ring molecule will have aromatic properties. Any compound that satisfies the first three rules and contains one of these numbers of pi electrons should be aromatic.
Aromaticity part 1 huckel s rule csir net organic chemistry problem by dr. As mentioned above, adenine and purine exist in four the most stable forms 9h, 7h, 3h and 1h, and they are the subject of this study. This includes multiresonating systems, charged and heterocyclic aromatic compounds. Homework statement probably a really stupid question. Huckel s rule for aromaticity states that a molecule must meet all of the following four conditions in order to be aromatic. Save as pdf benzene and other aromatic compounds what does aromatic really mean. Aromaticity tutorial for cyclic, charged and heterocyclic aromatic compounds. Pdf aromaticity, antiaromaticity, homoaromaticity and. Join indias leading elearning platform for smarter and faster exam preparation. Huckels rule is strictly for monocyclic aromatic compound, its application to polycyclic aromatic compounds is tenuous. In the kaplan book, it talks about anti aromaticity. For example, cyclopentadienyl anion is an aromatic ion.
Polycyclic aromatic hydrocarbons aromatic compounds can have rings that share a set of carbon atoms fused rings compounds from fused benzene or aromatic heterocyclic rings are themselves aromatic naphthalene. Huckel s rules are a set of few rules to identify an aromatic compound as benzenec6h6. The polynuclear hydrocarbons such as naphthalene, anthracene and phenanthrene are also aromatic according to huckels rule. The requirements for anti aromatic are 4n pi electrons. Scribd is the worlds largest social reading and publishing site. What are aromatic compounds according to huckels rule. Huckel arrived at this rule by performing molecular orbital calculations on cyclic systems containing x carbon atoms, and with each carbon atom supplying one pi electron. Thus, the concept of aromaticity extended to allmetal clusters and a new era in aromatic metal clusters began. Huckels rule is used in order to estimate the aromatic qualities of any planar ringshaped molecule in the field of organic chemistry.
Aromaticity and huckels rule chemistry video edurev. Download the pdf question papers free for off line practice and view the solutions online. As it takes a minimum of three, adjacent, overlapping p orbitals for planarity, aromaticity. Complete delocalization of pie electrons should take place in the atom. Criteria for aromaticity 1 the molecule is cyclic a ring of atoms 2 the molecule is planar all atoms in the molecule lie in the same plane 3. Aromaticity in molecules with more than one ring page 3 rings together, note that the molecule has eight pi electrons within the closed loop, and conclude correctly that the molecule is antiaromatic. Doering 1951, although several authors were using this form at around the same time. The supporting quantum mechanics required for the formulation of this rule was solved first by the german physical chemist and physicist erich armand arthur joseph huckel in the year 1931. Conjugation a the special stability provided by three or more adjacent, parallel, overlapping p orbitals.
The key is to realise that huckels rule is only applied when the compound passes the first two. The compound must contain sp2 hybridised carbon atoms. A pedestrian approach to the aromaticity of graphene and nanographene. Use these assessments to practice identifying aromatic compounds and understanding of huckel s rule. It is an aromatic compound with 6 delocalized electrons thus satisfying the huckels rule. The quantum mechanical basis for its formulation was. To identify the nonbenzenoid aromatic compounds huckel proposed as follows. Aromaticity means cyclic planar conjugated and huckel s rule for a stable pi system. If youre behind a web filter, please make sure that the domains. This video is highly rated by chemistry students and has been viewed 1906 times. Aromaticity tutorial for cyclic, charged and heterocyclic. Adenine and purine are bicyclic systems composed of two parts. If youre seeing this message, it means were having trouble loading external resources on our website. How to explain nonanti aromaticity in fulvene with.
Aromatic, antiaromatic, homoaromatic and nonaromatic compounds. Review the answer to part b above if youve forgotten how to treat fused ring cases. Science organic chemistry aromatic compounds aromatic stability. The huckel rules for aromaticity state that an aromatic molecule must satify the following criteria. Mar 30, 2020 aromaticity and huckel s rule chemistry video edurev is made by best teachers of chemistry. Every exam there is a question from aromaticity topic. Pdf aromaticity, antiaromaticity, homoaromaticity and the huckel. Aromaticity important topic for csirnet, gate, iitjam, jee, neet. Huckel s rule is a set of algorithms that combine the number of pi electrons n and the physical structure of the ring system to determine whether the molecule is aromatic, antiaromatic, or nonaromatic.
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