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    CH CH CH: Cyclononatetraenyl Radical, Cyclononatetraenyl Cation and Cyclononatetraenyl Anion

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    Yash Shinde
    The document discusses Hückel's rule for determining aromaticity in molecules. It states that molecules with 4n+2 delocalized pi electrons are aromatic and stable, while those with 4n pi electrons are antiaromatic and unstable. It gives the examples of cyclononatetraenyl radical, cation, and anion, noting that the cation has 8 pi electrons and is thus antiaromatic and the most unstable, while the anion has 10 pi electrons and is aromatic and stable.

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    CH CH CH: Cyclononatetraenyl Radical, Cyclononatetraenyl Cation and Cyclononatetraenyl Anion

    Uploaded by

    Yash Shinde
    11 views1 page
    The document discusses Hückel's rule for determining aromaticity in molecules. It states that molecules with 4n+2 delocalized pi electrons are aromatic and stable, while those with 4n pi electrons are antiaromatic and unstable. It gives the examples of cyclononatetraenyl radical, cation, and anion, noting that the cation has 8 pi electrons and is thus antiaromatic and the most unstable, while the anion has 10 pi electrons and is aromatic and stable.

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    597706-15-33E

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    The document discusses Hückel's rule for determining aromaticity in molecules. It states that molecules with 4n+2 delocalized pi electrons are aromatic and stable, while those with 4n pi electrons are antiaromatic and unstable. It gives the examples of cyclononatetraenyl radical, cation, and anion, noting that the cation has 8 pi electrons and is thus antiaromatic and the most unstable, while the anion has 10 pi electrons and is aromatic and stable.

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    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
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    11 views1 page

    CH CH CH: Cyclononatetraenyl Radical, Cyclononatetraenyl Cation and Cyclononatetraenyl Anion

    Uploaded by

    Yash Shinde
    The document discusses Hückel's rule for determining aromaticity in molecules. It states that molecules with 4n+2 delocalized pi electrons are aromatic and stable, while those with 4n pi electrons are antiaromatic and unstable. It gives the examples of cyclononatetraenyl radical, cation, and anion, noting that the cation has 8 pi electrons and is thus antiaromatic and the most unstable, while the anion has 10 pi electrons and is aromatic and stable.

    Copyright:

    © All Rights Reserved
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    597706-15-33E AID: 1479 | 05/23/2013

    RID: 2470 | 12/07/2013

    Aromaticity of a molecule is decided by the Hckels 4n + 2 p rule. According to this rule an


    aromatic compound is a planar, conjugated system which contains a total of 4n + 2 p delocalized
    electrons (where n is an integer). Molecules with 4np electrons are not aromatic systems.
    These systems are called antiaromatic and are often very unstable.

    The structure of cyclononatetraenyl radical, cation and anion are shown below along with the
    total number of delocalized electrons in each case.

    + -
    CH CH CH

    cyclononatetraenyl cyclononatetraenyl cyclononatetraenyl


    radical cation anion
    9 electron 8 electron 10 electson
    As shown, cyclononatetraenyl cation has 8 pi electrons or 4np electrons for n=2, thus making it
    antiaromatic and highly unstable. On the other hand, cyclononatetraenyl anion has 10 pi
    electrons or
    ( 4n + 2 ) p electrons for n=2, that makes it aromatic, and highly stable, followed by
    cyclononatetraenyl radical, which is neither aromatic nor antiaromatic.

    Therefore, cyclononatetraenyl cation is the most stable among cyclononatetraenyl radical,


    cyclononatetraenyl radical, cyclononatetraenyl cation and cyclononatetraenyl anion.

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