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  2. Prilezhaev reaction - Wikipedia

    en.wikipedia.org/wiki/Prilezhaev_reaction

    An illustrative example is the epoxidation of trans-2-butene with m-CPBA to give trans-2,3-epoxybutane: [4] The oxygen atom that adds across the double bond of the alkene is taken from the peroxy acid, generating a molecule of the corresponding carboxylic acid as a byproduct.

  3. meta-Chloroperoxybenzoic acid - Wikipedia

    en.wikipedia.org/wiki/Meta-Chloroperoxybenzoic_acid

    meta-Chloroperoxybenzoic acid (mCPBA or mCPBA) is a peroxycarboxylic acid. It is a white solid often used widely as an oxidant in organic synthesis. mCPBA is often preferred to other peroxy acids because of its relative ease of handling. [1] mCPBA is a strong oxidizing agent that may cause fire upon contact with flammable material. [2]

  4. Peroxy acid - Wikipedia

    en.wikipedia.org/wiki/Peroxy_acid

    The most common use of organic peroxy acids is for the conversion of alkenes to epoxides, the Prilezhaev reaction. Formation of an epoxide from an alkene and a peroxycarboxylic acid. Another common reaction is conversion of cyclic ketones to the ring-expanded esters using peracids in a Baeyer-Villiger oxidation.

  5. Imine - Wikipedia

    en.wikipedia.org/wiki/Imine

    Imine are oxidized with meta-chloroperoxybenzoic acid (mCPBA) to give an oxaziridines. Imines are intermediates in the alkylation of amines with formic acid in the Eschweiler-Clarke reaction . A rearrangement in carbohydrate chemistry involving an imine is the Amadori rearrangement .

  6. Baeyer–Villiger oxidation - Wikipedia

    en.wikipedia.org/wiki/Baeyer–Villiger_oxidation

    Although many different peroxyacids are used for the Baeyer–Villiger oxidation, some of the more common oxidants include meta-chloroperbenzoic acid (mCPBA) and trifluoroperacetic acid (TFPAA). [2] The general trend is that higher reactivity is correlated with lower pK a (i.e.: stronger acidity) of the corresponding carboxylic acid (or alcohol ...

  7. Asymmetric nucleophilic epoxidation - Wikipedia

    en.wikipedia.org/wiki/Asymmetric_nucleophilic_ep...

    Nucleophilic epoxidation is the formation of epoxides from electron-deficient double bonds through the action of nucleophilic oxidants. Nucleophilic epoxidation methods represent a viable alternative to electrophilic methods, many of which do not epoxidize electron-poor double bonds efficiently.

  8. Rubottom oxidation - Wikipedia

    en.wikipedia.org/wiki/Rubottom_oxidation

    The silyl enol ether was then treated with excess mCPBA to facilitate a “double” Rubottom oxidation to give the exo product with both hydroxyl groups on the outside of the fused ring system. This dihydroxy product was then transformed into Velutinol A in three additional steps.

  9. Autoxidation - Wikipedia

    en.wikipedia.org/wiki/Autoxidation

    Many common phenomena can be attributed to autoxidation, such as food going rancid, [2] the 'drying' of varnishes and paints, and the perishing of rubber. [3] It is also an important concept in both industrial chemistry and biology. [4] Autoxidation is therefore a fairly broad term and can encompass examples of photooxygenation and catalytic ...