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  2. Allyl alcohol - Wikipedia

    en.wikipedia.org/wiki/Allyl_alcohol

    Allyl alcohol is converted mainly to glycidol, which is a chemical intermediate in the synthesis of glycerol, glycidyl ethers, esters, and amines. Also, a variety of polymerizable esters are prepared from allyl alcohol, e.g. diallyl phthalate. [5] Allyl alcohol has herbicidal activity and can be used as a weed eradicant [9]) and fungicide. [8]

  3. Allyl group - Wikipedia

    en.wikipedia.org/wiki/Allyl_group

    A site adjacent to the unsaturated carbon atom is called the allylic position or allylic site. A group attached at this site is sometimes described as allylic. Thus, CH 2 =CHCH 2 OH "has an allylic hydroxyl group". Allylic C−H bonds are about 15% weaker than the C−H bonds in ordinary sp 3 carbon centers and are thus more reactive.

  4. Epoxidation of allylic alcohols - Wikipedia

    en.wikipedia.org/.../Epoxidation_of_allylic_alcohols

    For cyclic allylic alcohols, greater selectivity is seen when the alcohol is locked in the pseudo equatorial position rather than the pseudo axial position. [2] However, it was found that for metal catalyzed systems such as those based on vanadium, reaction rates were accelerated when the hydroxyl group was in the axial position by a factor of 34.

  5. Carbonyl allylation - Wikipedia

    en.wikipedia.org/wiki/Carbonyl_allylation

    Carbonyl allylation has been employed in the synthesis of polyketide natural products and other oxygenated molecules with a contiguous array of stereocenters. For example, allylstannanation of a threose-derived aldehyde affords the macrolide antascomicin B, which structurally resembles FK506 and rapamycin, and is a potent binder of FKBP12. [12]

  6. Wharton reaction - Wikipedia

    en.wikipedia.org/wiki/Wharton_reaction

    The Wharton olefin synthesis allows the transformation of an α,β unsaturated ketone into an allylic alcohol. The epoxide starting material can be generated by a number of methods, with the most common being reaction of the corresponding alkene with hydrogen peroxide or m-chloroperoxybenzoic acid. The Wharton reaction also commonly suffers ...

  7. Krische allylation - Wikipedia

    en.wikipedia.org/wiki/Krische_allylation

    The Krische allylation involves the enantioselective iridium-catalyzed addition of an allyl group to an aldehyde or an alcohol, resulting in the formation of a secondary homoallylic alcohol. [1] [2] The mechanism of the Krische allylation involves primary alcohol dehydrogenation or, when using aldehyde reactants, hydrogen transfer from 2 ...

  8. Alcohol (chemistry) - Wikipedia

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

    The term alcohol originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. The suffix -ol appears in the International Union of Pure and Applied Chemistry (IUPAC) chemical name of all substances where the hydroxyl group is the functional group with the ...

  9. Allylic rearrangement - Wikipedia

    en.wikipedia.org/wiki/Allylic_rearrangement

    An allylic rearrangement or allylic shift is an organic chemical reaction in which reaction at a center vicinal to a double bond causes the double bond to shift to an adjacent pair of atoms: It is encountered in both nucleophilic and electrophilic substitution , although it is usually suppressed relative to non-allylic substitution.