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  2. 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.

  3. 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.

  4. 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.

  5. Trihydrogen cation - Wikipedia

    en.wikipedia.org/wiki/Trihydrogen_cation

    The three hydrogen atoms in the molecule form an equilateral triangle, with a bond length of 0.90 Å on each side. The bonding among the atoms is a three-center two-electron bond, a delocalized resonance hybrid type of structure. The strength of the bond has been calculated to be around 4.5 eV (104 kcal/mol). [15]

  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 carbon–hydrogen bonds.

  7. Enol - Wikipedia

    en.wikipedia.org/wiki/Enol

    A classic example for favoring the keto form can be seen in the equilibrium between vinyl alcohol and acetaldehyde (K = [enol]/[keto] ≈ 3 × 10 −7). In 1,3-diketones, such as acetylacetone (2,4-pentanedione), the enol form is more favored. The acid-catalyzed conversion of an enol to the keto form proceeds by proton transfer from O to carbon.

  8. Hyperconjugation - Wikipedia

    en.wikipedia.org/wiki/Hyperconjugation

    Bond length: Hyperconjugation is suggested as a key factor in shortening of sigma bondsbonds). For example, the single C–C bonds in 1,3-butadiene and propyne are approximately 1.46 Å in length, much less than the value of around 1.54 Å found in saturated hydrocarbons. For butadiene, this can be explained as normal conjugation of the ...

  9. Negative hyperconjugation - Wikipedia

    en.wikipedia.org/wiki/Negative_hyperconjugation

    This phenomenon, a type of resonance, can stabilize the molecule or transition state. [2] It also causes an elongation of the σ-bond by adding electron density to its antibonding orbital. [1] Negative hyperconjugation is seldom observed, though it can be most commonly observed when the σ *-orbital is located on certain C–F or C–O bonds ...