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  2. 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]

  3. Butadiene - Wikipedia

    en.wikipedia.org/wiki/Butadiene

    1,3-Butadiene (/ ˌ b juː t ə ˈ d aɪ iː n / ⓘ) [8] is the organic compound with the formula CH 2 =CH-CH=CH 2. It is a colorless gas that is easily condensed to a liquid. It is a colorless gas that is easily condensed to a liquid.

  4. (Diene)iron tricarbonyl - Wikipedia

    en.wikipedia.org/wiki/(diene)iron_tricarbonyl

    The compounds are yellow, air-stable, often low-melting, and soluble in hydrocarbon solvents. The motif is so robust that even unstable dienes form easily characterized derivatives, such as norbornadienone and cyclobutadiene .

  5. Antiaromaticity - Wikipedia

    en.wikipedia.org/wiki/Antiaromaticity

    This effect is of a smaller magnitude than the corresponding shifts in aromatic compounds. [8] Many aromatic and antiaromatic compounds (benzene and cyclobutadiene) are too small to have protons inside of the ring, where shielding and deshielding effects can be more diagnostically useful in determining if a compound is aromatic, antiaromatic ...

  6. Annulene - Wikipedia

    en.wikipedia.org/wiki/Annulene

    Using this form of nomenclature 1,3,5,7-cyclooctatetraene is [8]annulene and benzene is [6]annulene (and occasionally referred to as just 'annulene'). [ 2 ] [ 3 ] The discovery that [18]annulene possesses a number of key properties associated with other aromatic molecules was an important development in the understanding of aromaticity as a ...

  7. Cyclobutadieneiron tricarbonyl - Wikipedia

    en.wikipedia.org/wiki/Cyclobutadieneiron_tricarbonyl

    Cyclobutadieneiron tricarbonyl is an organoiron compound with the formula Fe(C 4 H 4)(CO) 3. It is a yellow oil that is soluble in organic solvents. It has been used in organic chemistry as a precursor for cyclobutadiene, which is an elusive species in the free state. [1]

  8. Bicyclobutane - Wikipedia

    en.wikipedia.org/wiki/Bicyclobutane

    Bicyclo[1.1.0]butane is an organic compound with the formula C 4 H 6. It is a bicyclic molecule consisting of two cis -fused cyclopropane rings, and is a colorless and easily condensed gas. [ 1 ] Bicyclobutane is noted for being one of the most strained compounds that is isolatable on a large scale — its strain energy is estimated at 63.9 ...

  9. Cyclobutene - Wikipedia

    en.wikipedia.org/wiki/Cyclobutene

    The compound was first prepared by thermolysis of the ammonium salt [C 4 H 7 N(CH 3) 3]OH (cyclobutyltrimethylammonium hydroxide). [2] Cyclobutene thermally isomerizes to 1,3-butadiene. This strongly exothermic reaction reflects the dominance of ring strain. In contrast, the corresponding equilibrium for hexafluorocyclobutene disfavors ...