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  2. 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.

  3. Nitrogen dioxide - Wikipedia

    en.wikipedia.org/wiki/Nitrogen_dioxide

    Nitrogen dioxide is a reddish-brown gas with a pungent, acrid odor above 21.2 °C (70.2 °F; 294.3 K) and becomes a yellowish-brown liquid below 21.2 °C (70.2 °F; 294.3 K). It forms an equilibrium with its dimer, dinitrogen tetroxide (N 2 O 4), and converts almost entirely to N 2 O 4 below −11.2 °C (11.8 °F; 261.9 K). [6]

  4. Lewis structure - Wikipedia

    en.wikipedia.org/wiki/Lewis_structure

    Expressing resonance when drawing Lewis structures may be done either by drawing each of the possible resonance forms and placing double-headed arrows between them or by using dashed lines to represent the partial bonds (although the latter is a good representation of the resonance hybrid which is not, formally speaking, a Lewis structure).

  5. Mesomeric effect - Wikipedia

    en.wikipedia.org/wiki/Mesomeric_effect

    In chemistry, the mesomeric effect (or resonance effect) is a property of substituents or functional groups in a chemical compound. It is defined as the polarity produced in the molecule by the interaction of two pi bonds or between a pi bond and lone pair of electrons present on an adjacent atom. [ 1 ]

  6. Electrophilic aromatic directing groups - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_aromatic...

    In general, the resonance effect of elements in the third period and beyond is relatively weak. This is mainly because of the relatively poor orbital overlap of the substituent's 3p (or higher) orbital with the 2p orbital of the carbon. Due to a stronger resonance effect and inductive effect than the heavier halogens, fluorine is anomalous.

  7. Nitrite - Wikipedia

    en.wikipedia.org/wiki/Nitrite

    Nitrite is an ambidentate ligand and can form a wide variety of coordination complexes by binding to metal ions in several ways. [2] Two examples are the red nitrito complex [Co(NH 3) 5 (ONO)] 2+ is metastable, isomerizing to the yellow nitro complex [Co(NH 3) 5 (NO 2)] 2+. Nitrite is processed by several enzymes, all of which utilize ...

  8. Nitronium ion - Wikipedia

    en.wikipedia.org/wiki/Nitronium_ion

    The nitronium ion, [N O 2] +, is a cation.It is an onium ion because its nitrogen atom has +1 charge, similar to ammonium ion [NH 4] +.It is created by the removal of an electron from the paramagnetic nitrogen dioxide molecule NO 2, or the protonation of nitric acid HNO 3 (with removal of H 2 O).

  9. Nucleophilic aromatic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_aromatic...

    One classic reaction is the Chichibabin reaction (Aleksei Chichibabin, 1914) in which pyridine is reacted with an alkali-metal amide such as sodium amide to form 2-aminopyridine. [ 6 ] In the compound methyl 3-nitropyridine-4-carboxylate, the meta nitro group is actually displaced by fluorine with cesium fluoride in DMSO at 120 °C.