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  2. Cyclobutene - Wikipedia

    en.wikipedia.org/wiki/Cyclobutene

    Cyclobutene is an organic compound with the chemical formula C 4 H 6. It is a cycloalkene. It is a colorless gas that easily condenses. It is of interest in research ...

  3. Cycloalkene - Wikipedia

    en.wikipedia.org/wiki/Cycloalkene

    In organic chemistry, a cycloalkene or cycloolefin is a type of alkene hydrocarbon which contains a closed ring of carbon atoms and either one or more double bonds, but has no aromatic character. Some cycloalkenes, such as cyclobutene and cyclopentene, can be used as monomers to produce polymer chains. [1]

  4. Cyclobutadiene - Wikipedia

    en.wikipedia.org/wiki/Cyclobutadiene

    The compound is the prototypical antiaromatic hydrocarbon with 4 pi electrons (or π electrons). It is the smallest [n]-annulene ([4]-annulene).Its rectangular structure is the result of a pseudo [3] - (or second order) Jahn–Teller effect, which distorts the molecule and lowers its symmetry, converting the triplet to a singlet ground state. [4]

  5. Cyclic compound - Wikipedia

    en.wikipedia.org/wiki/Cyclic_compound

    Cyclic compounds may or may not exhibit aromaticity; benzene is an example of an aromatic cyclic compound, while cyclohexane is non-aromatic. In organic chemistry, the term aromaticity is used to describe a cyclic (ring-shaped), planar (flat) molecule that exhibits unusual stability as compared to other geometric or connective arrangements of ...

  6. Antiaromaticity - Wikipedia

    en.wikipedia.org/wiki/Antiaromaticity

    For example, the aromatic species 1 can be reduced to 2 with a relatively small penalty for forming an antiaromatic system. The antiaromatic 2 does revert to the aromatic species 1 over time by reacting with oxygen in the air because the aromaticity is preferred. [15] The loss of antiaromaticity can sometimes be the driving force of a reaction.

  7. Baird's rule - Wikipedia

    en.wikipedia.org/wiki/Baird's_rule

    The lowest triplet state of an annulene is, according to Baird's rule, aromatic when it has 4n π-electrons and antiaromatic when the π-electron count is 4n + 2, where n is any positive integer. This trend is opposite to that predicted by Hückel's rule for the ground state , which is usually the lowest singlet state (S 0 ).

  8. C5H10 - Wikipedia

    en.wikipedia.org/wiki/C5H10

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  9. Frontier molecular orbital theory - Wikipedia

    en.wikipedia.org/wiki/Frontier_molecular_orbital...

    In the conrotatory ring opening of cyclobutene, there are two electrons moving suprafacially (on the pi bond) and two moving antarafacially (on the sigma bond). This means there is one 4 q + 2 suprafacial system and no 4r antarafacial system; thus, the conrotatory process is thermally allowed by the Woodward–Hoffmann rules.