Octet rule in the context of Hypervalent molecules

In chemistry, the carbon–hydrogen bond (C−H bond) is a chemical bond between carbon and hydrogen atoms that can be found in many organic compounds. This bond is a covalent, single bond, meaning that carbon shares its outer valence electrons with up to four hydrogens. This completes both of their outer shells, making them stable.

Carbon–hydrogen bonds have a bond length of about 1.09 Å (1.09 × 10 m) and a bond energy of about 413 kJ/mol (see table below). Using Pauling's scale—C (2.55) and H (2.2)—the electronegativity difference between these two atoms is 0.35. Because of this small difference in electronegativities, the C−H bond is generally regarded as being non-polar. In structural formulas of molecules, the hydrogen atoms are often omitted. Compound classes consisting solely of C−H bonds and C−C bonds are alkanes, alkenes, alkynes, and aromatic hydrocarbons. Collectively they are known as hydrocarbons.

In chemistry, a hypervalent molecule (the phenomenon is sometimes colloquially known as expanded octet) is a molecule that contains one or more main group elements apparently bearing more than eight electrons in their valence shells. Phosphorus pentachloride (PCl₅), sulfur hexafluoride (SF₆), chlorine trifluoride (ClF₃), the chlorite (ClO−2) ion in chlorous acid and the triiodide (I−3) ion are examples of hypervalent molecules.

A period 1 element is one of the chemical elements in the first row (or period) of the periodic table of the chemical elements. The periodic table is laid out in rows to illustrate periodic (recurring) trends in the chemical behaviour of the elements as their atomic number increases: a new row is begun when chemical behaviour begins to repeat, meaning that analog elements fall into the same vertical columns. The first period contains fewer elements than any other row in the table, with only two: hydrogen and helium. This situation can be explained by modern theories of atomic structure. In a quantum mechanical description of atomic structure, this period corresponds to the filling of the 1s orbital. Period 1 elements obey the duet rule in that they need two electrons to complete their valence shell.

Hydrogen and helium are the oldest and the most abundant elements in the universe.

In chemistry, a diradical is a molecular species with two electrons occupying molecular orbitals (MOs) which are degenerate. The term "diradical" is mainly used to describe organic compounds, where most diradicals are extremely reactive and non-Kekulé molecules that are rarely isolated. Diradicals are even-electron molecules but have one fewer bond than the number permitted by the octet rule.

Examples of diradical species can also be found in coordination chemistry, for example among bis(1,2-dithiolene) metal complexes.

The cubical atom was an early atomic model in which electrons were positioned at the eight corners of a cube in a non-polar atom or molecule. This theory was developed in 1902 by Gilbert N. Lewis and published in 1916 in the article "The Atom and the Molecule" and used to account for the phenomenon of valency. Lewis' theory was based on Abegg's rule. It was further developed in 1919 by Irving Langmuir as the cubical octet atom. The figure below shows structural representations for elements of the second row of the periodic table.

Although the cubical model of the atom was soon abandoned in favor of the quantum mechanical model based on the Schrödinger equation, and is therefore now principally of historical interest, it represented an important step towards the understanding of the chemical bond. The 1916 article by Lewis also introduced the concept of the electron pair in the covalent bond, the octet rule, and the now-called Lewis structure.

In chemistry, an electrophile is a chemical species that forms bonds with nucleophiles by accepting an electron pair. Because electrophiles accept electrons, they are Lewis acids. Most electrophiles are positively charged, have an atom that carries a partial positive charge, or have an atom that does not have an octet of electrons.

Electrophiles mainly interact with nucleophiles through addition and substitution reactions. Frequently seen electrophiles in organic syntheses include cations such as H and NO, polarized neutral molecules such as HCl, alkyl halides, acyl halides, and carbonyl compounds, polarizable neutral molecules such as Cl₂ and Br₂, oxidizing agents such as organic peracids, chemical species that do not satisfy the octet rule such as carbenes and radicals, and some Lewis acids such as BH₃ and DIBAL.

In chemistry, electron deficiency (and electron-deficient) is jargon that is used in two contexts: chemical species that violate the octet rule because they have too few valence electrons and species that happen to follow the octet rule but have electron-acceptor properties, forming donor-acceptor charge-transfer salts.