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  2. Dehydration reaction - Wikipedia

    en.wikipedia.org/wiki/Dehydration_reaction

    The conversion of ethanol to ethylene is a fundamental example: [3] [4] CH 3 CH 2 OH → H 2 C=CH 2 + H 2 O. The reaction is accelerated by acid catalysts such as sulfuric acid and certain zeolites. These reactions often proceed via carbocation intermediates as shown for the dehydration of cyclohexanol. [5] Some alcohols are prone to dehydration.

  3. Ring expansion and contraction - Wikipedia

    en.wikipedia.org/wiki/Ring_expansion_and_contraction

    The cationic rearrangement contraction proceeds through the loss of a leaving group and the migration of an endocyclic bond to the carbocation. Pinacol type rearrangements are often used for this type of contraction. [20] Like the expansion reaction this proceeds with an electron donating group aiding in the migration.

  4. Rearrangement reaction - Wikipedia

    en.wikipedia.org/wiki/Rearrangement_reaction

    In organic chemistry, a rearrangement reaction is a broad class of organic reactions where the carbon skeleton of a molecule is rearranged to give a structural isomer of the original molecule. [1] Often a substituent moves from one atom to another atom in the same molecule, hence these reactions are usually intramolecular.

  5. Benzilic acid rearrangement - Wikipedia

    en.wikipedia.org/wiki/Benzilic_acid_rearrangement

    The benzilic acid rearrangement is formally the 1,2-rearrangement of 1,2-diketones to form α-hydroxy–carboxylic acids using a base. This reaction receives its name from the reaction of benzil with potassium hydroxide to form benzilic acid. First performed by Justus von Liebig in 1838, [1] it is the first reported example of a rearrangement ...

  6. Demjanov rearrangement - Wikipedia

    en.wikipedia.org/wiki/Demjanov_rearrangement

    This displacement can occur via a rearrangement (path A), in which one of the sigma bonds adjacent to the diazo group migrates. This migration results in an expansion of the ring. The resulting carbocation is then attacked by a molecule of water. Alternately, the diazo group can be displaced directly by a molecule of water in an S N 2 reaction ...

  7. Wagner–Meerwein rearrangement - Wikipedia

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

    A Wagner–Meerwein rearrangement is a class of carbocation 1,2-rearrangement reactions in which a hydrogen, alkyl or aryl group migrates from one carbon to a neighboring carbon. [ 1 ] [ 2 ] They can be described as cationic [1,2]- sigmatropic rearrangements, proceeding suprafacially and with stereochemical retention.

  8. Hydration reaction - Wikipedia

    en.wikipedia.org/wiki/Hydration_reaction

    In chemistry, a hydration reaction is a chemical reaction in which a substance combines with water. In organic chemistry, water is added to an unsaturated substrate, which is usually an alkene or an alkyne. This type of reaction is employed industrially to produce ethanol, isopropanol, and butan-2-ol. [1]

  9. Favorskii rearrangement - Wikipedia

    en.wikipedia.org/wiki/Favorskii_rearrangement

    In the case of cyclic α-halo ketones, the Favorskii rearrangement constitutes a ring contraction. This rearrangement takes place in the presence of a base, sometimes hydroxide , to yield a carboxylic acid, but usually either an alkoxide base or an amine to yield an ester or an amide , respectively. α,α'-Dihaloketones eliminate HX under the ...