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  2. Conjugated system - Wikipedia

    en.wikipedia.org/wiki/Conjugated_system

    Cinnamaldehyde is a naturally-occurring compound that has a conjugated system penta-1,3-diene is a molecule with a conjugated system Diazomethane conjugated pi-system. In theoretical chemistry, a conjugated system is a system of connected p-orbitals with delocalized electrons in a molecule, which in general lowers the overall energy of the molecule and increases stability.

  3. Carbon–hydrogen bond - Wikipedia

    en.wikipedia.org/wiki/Carbonhydrogen_bond

    The length of the carbonhydrogen bond varies slightly with the hybridisation of the carbon atom. A bond between a hydrogen atom and an sp 2 hybridised carbon atom is about 0.6% shorter than between hydrogen and sp 3 hybridised carbon. A bond between hydrogen and sp hybridised carbon is shorter still, about 3% shorter than sp 3 C-H.

  4. 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.

  5. Hydrogen bond - Wikipedia

    en.wikipedia.org/wiki/Hydrogen_bond

    In nylon, hydrogen bonds between carbonyl and the amide NH effectively link adjacent chains, which gives the material mechanical strength. Hydrogen bonds also affect the aramid fibre, where hydrogen bonds stabilize the linear chains laterally. The chain axes are aligned along the fibre axis, making the fibres extremely stiff and strong.

  6. Markovnikov's rule - Wikipedia

    en.wikipedia.org/wiki/Markovnikov's_rule

    The same is true when an alkene reacts with water in an additional reaction to form an alcohol that involves carbocation formation. The hydroxyl group (OH) bonds to the carbon that has the greater number of carbon-carbon bonds, while the hydrogen bonds to the carbon on the other end of the double bond, that has more carbonhydrogen bonds.

  7. Cross-conjugation - Wikipedia

    en.wikipedia.org/wiki/Cross-conjugation

    Whereas a normal conjugated system such as a polyene typically has alternating single and double bonds along consecutive atoms, a cross-conjugated system has an alkene unit bonded to one of the middle atoms of another conjugated chain through a single bond. In classical terms, one of the double-bonds branches off rather than continuing ...

  8. Clar's rule - Wikipedia

    en.wikipedia.org/wiki/Clar's_rule

    According to the rules expressed above, the phenanthrene molecule allows two different resonance structures: one of them presents a single circle in the center of the molecule, with each of the two adjacent rings having two double bonds; the other one has the two peripheral rings each with one circle, and the central ring with one double bond.

  9. Three-center four-electron bond - Wikipedia

    en.wikipedia.org/.../Three-center_four-electron_bond

    This bonding scheme is succinctly summarized by the following two resonance structures: I—I···I − ↔ I − ···I—I (where "—" represents a single bond and "···" represents a "dummy bond" with formal bond order 0 whose purpose is only to indicate connectivity), which when averaged reproduces the I—I bond order of 0.5 obtained ...