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  2. Thiophene - Wikipedia

    en.wikipedia.org/wiki/Thiophene

    At room temperature, thiophene is a colorless liquid with a mildly pleasant odor reminiscent of benzene, [citation needed] with which thiophene shares some similarities. The high reactivity of thiophene toward sulfonation is the basis for the separation of thiophene from benzene, which are difficult to separate by distillation due to their ...

  3. Organosulfur chemistry - Wikipedia

    en.wikipedia.org/wiki/Organosulfur_chemistry

    The resonance stabilization of thiophene is 29 kcal/mol (121 kJ/mol) compared to 20 kcal/mol (84 kJ/mol) for the oxygen analogue furan. The reason for this difference is the higher electronegativity for oxygen drawing away electrons to itself at the expense of the aromatic ring current.

  4. Resonance - Wikipedia

    en.wikipedia.org/wiki/Resonance

    However, resonance can also be detrimental, leading to excessive vibrations or even structural failure in some cases. [3] All systems, including molecular systems and particles, tend to vibrate at a natural frequency depending upon their structure; this frequency is known as a resonant frequency or resonance frequency.

  5. Resonance (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Resonance_(chemistry)

    Contributing structures of the carbonate ion. In chemistry, resonance, also called mesomerism, is a way of describing bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or forms, [1] also variously known as resonance structures or canonical structures) into a resonance hybrid (or hybrid structure) in valence bond theory.

  6. Aromaticity - Wikipedia

    en.wikipedia.org/wiki/Aromaticity

    Two different resonance forms of benzene (top) combine to produce an average structure (bottom). In organic chemistry, aromaticity is a chemical property describing the way in which a conjugated ring of unsaturated bonds, lone pairs, or empty orbitals exhibits a stabilization stronger than would be expected by the stabilization of conjugation alone.

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  8. Polythiophene - Wikipedia

    en.wikipedia.org/wiki/Polythiophene

    A carbocation mechanism is inferred from the structure of 3-(4-octylphenyl)thiophene prepared from ferric chloride. [33] Polymerization of thiophene can be effected by a solution of ferric chloride in acetonitrile. The kinetics of thiophene polymerization also seemed to contradict the predictions of the radical polymerization mechanism. [63]

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