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  2. Formal charge - Wikipedia

    en.wikipedia.org/wiki/Formal_charge

    The formal charges computed for the remaining atoms in this Lewis structure of carbon dioxide are shown below. It is important to keep in mind that formal charges are just that – formal, in the sense that this system is a formalism. The formal charge system is just a method to keep track of all of the valence electrons that each atom brings ...

  3. Lewis structure - Wikipedia

    en.wikipedia.org/wiki/Lewis_structure

    In terms of Lewis structures, formal charge is used in the description, comparison, and assessment of likely topological and resonance structures [7] by determining the apparent electronic charge of each atom within, based upon its electron dot structure, assuming exclusive covalency or non-polar bonding.

  4. Carbocation - Wikipedia

    en.wikipedia.org/wiki/Carbocation

    In this usage, 2-norbornyl cation is not a carbonium ion, because it is formally derived from protonation of an alkene (norbornene) rather than an alkane, although it is a non-classical carbocation due to its bridged structure. The IUPAC acknowledges the three divergent definitions of carbonium ion and urges care in the usage of this term.

  5. Oxocarbenium - Wikipedia

    en.wikipedia.org/wiki/Oxocarbenium

    The best Lewis structure for an oxocarbenium ion contains an oxygen–carbon double bond, with the oxygen atom attached to an additional group and consequently taking on a formal positive charge. In the language of canonical structures (or "resonance"), the polarization of the π bond is described by a secondary carbocationic resonance form ...

  6. Pauling's principle of electroneutrality - Wikipedia

    en.wikipedia.org/wiki/Pauling's_principle_of...

    There are two possible structures for hydrogen cyanide, HCN and CNH, differing only as to the position of the hydrogen atom. The structure with hydrogen attached to nitrogen, CNH, leads to formal charges of -1 on carbon and +1 on nitrogen, which would be partially compensated for by the electronegativity of nitrogen and Pauling calculated the net charges on H, N and C as -0.79, +0.75 and +0.04 ...

  7. Oxidation state - Wikipedia

    en.wikipedia.org/wiki/Oxidation_state

    Carbon monoxide exemplifies a Lewis structure with formal charges: To obtain the oxidation states, the formal charges are summed with the bond-order value taken positively at the carbon and negatively at the oxygen. Applied to molecular ions, this algorithm considers the actual location of the formal (ionic) charge, as drawn in the Lewis structure.

  8. Methenium - Wikipedia

    en.wikipedia.org/wiki/Methenium

    Experiments and calculations generally agree that the methenium ion is planar, with threefold symmetry. [3] The carbon atom is a prototypical (and exact) example of sp 2 hybridization. Preparation and reactions

  9. Hypervalent molecule - Wikipedia

    en.wikipedia.org/wiki/Hypervalent_molecule

    Lewis maintained the importance of the two-center two-electron (2c-2e) bond in describing hypervalence, thus using expanded octets to account for such molecules. Using the language of orbital hybridization, the bonds of molecules like PF 5 and SF 6 were said to be constructed from sp 3 d n orbitals on the central atom.