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  2. Protonation - Wikipedia

    en.wikipedia.org/wiki/Protonation

    In chemistry, protonation (or hydronation) is the adding of a proton (or hydron, or hydrogen cation), usually denoted by H +, to an atom, molecule, or ion, forming a conjugate acid. [1] The complementary process, when a proton is removed from a Brønsted–Lowry acid , is deprotonation .)

  3. Ortho effect - Wikipedia

    en.wikipedia.org/wiki/Ortho_effect

    The protonation of substituted aniline is inhibited by steric hindrance. When protonated, the nitrogen in the amino group changes its orbital hybridization from sp 2 to sp 3, becoming non-planar. This leads to steric hindrance between the ortho-substituted group and the hydrogen atom of the amino group, reducing the stability of the conjugate ...

  4. Wittig reagents - Wikipedia

    en.wikipedia.org/wiki/Wittig_reagents

    The alkylphosphonium salt is deprotonated with a strong base such as n-butyllithium: [Ph 3 P + CH 2 R]X − + C 4 H 9 Li → Ph 3 P=CHR + LiX + C 4 H 10. Besides n-butyllithium (n BuLi), other strong bases like sodium and potassium t-butoxide (t BuONa, t BuOK), lithium, sodium and potassium hexamethyldisilazide (LiHMDS, NaHMDS, KHDMS, where HDMS = N(SiMe 3) 2), or sodium hydride (NaH) are also ...

  5. Hydronium - Wikipedia

    en.wikipedia.org/wiki/Hydronium

    In chemistry, hydronium (hydroxonium in traditional British English) is the cation [H 3 O] +, also written as H 3 O +, the type of oxonium ion produced by protonation of water.It is often viewed as the positive ion present when an Arrhenius acid is dissolved in water, as Arrhenius acid molecules in solution give up a proton (a positive hydrogen ion, H +) to the surrounding water molecules (H 2 O).

  6. Acid catalysis - Wikipedia

    en.wikipedia.org/wiki/Acid_catalysis

    Acid catalysis is mainly used for organic chemical reactions. Many acids can function as sources for the protons. Acid used for acid catalysis include hydrofluoric acid (in the alkylation process), phosphoric acid, toluenesulfonic acid, polystyrene sulfonate, heteropoly acids, zeolites.

  7. Strecker amino acid synthesis - Wikipedia

    en.wikipedia.org/wiki/Strecker_amino_acid_synthesis

    A 1,2-diamino-diol is then formed after proton exchange and a nucleophilic attack of water to the former nitrile carbon. Ammonia is subsequently eliminated after the protonation of the amino group, and finally the deprotonation of a hydroxyl group produces an amino acid. Mechanism of the Strecker synthesis

  8. Oxonium ion - Wikipedia

    en.wikipedia.org/wiki/Oxonium_ion

    Extreme acidity, heat, and dehydrating conditions are usually required. Other hydrocarbon oxonium ions are formed by protonation or alkylation of alcohols or ethers (R−C− + −R 1 R 2). Secondary oxonium ions have the formula R 2 OH +, an example being protonated ethers. Tertiary oxonium ions have the formula R 3 O +, an example being ...

  9. Alcohol (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Alcohol_(chemistry)

    The flammable nature of the exhalations of wine was already known to ancient natural philosophers such as Aristotle (384–322 BCE), Theophrastus (c. 371 –287 BCE), and Pliny the Elder (23/24–79 CE). [5]