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  2. Chichibabin reaction - Wikipedia

    en.wikipedia.org/wiki/Chichibabin_reaction

    Following the addition elimination mechanism first a nucleophilic NH 2 − is added while a hydride (H −) is leaving. The reaction formally is a nucleophilic substitution of hydrogen S N H. Ciganek describes an example of an intramolecular Chichibabin reaction in which a nitrile group on a fused ring is the source of nitrogen in amination.

  3. Sodium amide - Wikipedia

    en.wikipedia.org/wiki/Sodium_amide

    Sodium amide, commonly called sodamide (systematic name sodium azanide), is the inorganic compound with the formula NaNH 2.It is a salt composed of the sodium cation and the azanide anion.

  4. Sommelet–Hauser rearrangement - Wikipedia

    en.wikipedia.org/wiki/Sommelet–Hauser...

    The Sommelet–Hauser rearrangement (named after M. Sommelet [1] and Charles R. Hauser [2]) is a rearrangement reaction of certain benzyl quaternary ammonium salts. [3] [4] The reagent is sodium amide or another alkali metal amide and the reaction product a N,N-dialkylbenzylamine with a new alkyl group in the aromatic ortho position.

  5. Nucleophilic aromatic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_aromatic...

    free radical S RN 1 mechanism; ANRORC mechanism; Vicarious nucleophilic substitution; The S N Ar mechanism is the most important of these. Electron withdrawing groups activate the ring towards nucleophilic attack. For example if there are nitro functional groups positioned ortho or para to the halide leaving group, the S N Ar mechanism is favored.

  6. Alkyne zipper reaction - Wikipedia

    en.wikipedia.org/wiki/Alkyne_zipper_reaction

    Example mechanism for alkyne zipper reaction. The 3-aminopropylamine anion attacks the same lesser-substituted carbon adjacent to the allene , removing a proton and catalyzing a similar process, where the electrons from the carbon-hydrogen bond move to form a triple-bond (an alkyne ).

  7. Alcohol oxidation - Wikipedia

    en.wikipedia.org/wiki/Alcohol_oxidation

    Through a variety of mechanisms, the removal of a hydride equivalent converts a primary or secondary alcohol to an aldehyde or ketone, respectively. The oxidation of primary alcohols to carboxylic acids normally proceeds via the corresponding aldehyde, which is transformed via an aldehyde hydrate ( gem -diol, R-CH(OH) 2 ) by reaction with water.

  8. Meerwein–Ponndorf–Verley reduction - Wikipedia

    en.wikipedia.org/wiki/Meerwein–Ponndorf...

    Between intermediates 2 and 3 the hydride is transferred to the carbonyl from the alkoxy ligand via a pericyclic mechanism. At this point the new carbonyl dissociates and gives the tricoordinated aluminium species 4. Finally, an alcohol from solution displaces the newly reduced carbonyl to regenerate the catalyst 1.

  9. Arrow pushing - Wikipedia

    en.wikipedia.org/wiki/Arrow_pushing

    Arrow pushing or electron pushing is a technique used to describe the progression of organic chemistry reaction mechanisms. [1] It was first developed by Sir Robert Robinson.In using arrow pushing, "curved arrows" or "curly arrows" are drawn on the structural formulae of reactants in a chemical equation to show the reaction mechanism.