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  2. Enone–alkene cycloadditions - Wikipedia

    en.wikipedia.org/wiki/Enone–alkene_cycloadditions

    These side reactions can often be minimized by a judicious choice of reaction conditions. Dissolved oxygen is avoided since it is photoreactive. A variety of solvents can be used. Acetone is a useful solvent, because it can serve as a triplet sensitizer. Alkane-based solvents are selected to be free of alkenes. Excitation wavelength is important.

  3. Doering–LaFlamme allene synthesis - Wikipedia

    en.wikipedia.org/wiki/Doering–LaFlamme_allene...

    The reaction is a two-stage process, in which first the alkene is reacted with dichlorocarbene or dibromocarbene to form a dihalocyclopropane. This intermediate is then reacted with a reducing metal, such as sodium or magnesium, or with an organolithium reagent .

  4. Alkene - Wikipedia

    en.wikipedia.org/wiki/Alkene

    a Diels-Alder reaction. Alkenes add to dienes to give cyclohexenes. This conversion is an example of a Diels-Alder reaction. Such reaction proceed with retention of stereochemistry. The rates are sensitive to electron-withdrawing or electron-donating substituents. When irradiated by UV-light, alkenes dimerize to give cyclobutanes. [20]

  5. Thiol-ene reaction - Wikipedia

    en.wikipedia.org/wiki/Thiol-ene_reaction

    In organosulfur chemistry, the thiol-ene reaction (also alkene hydrothiolation) is an organic reaction between a thiol (R−SH) and an alkene (R 2 C=CR 2) to form a thioether (R−S−R'). This reaction was first reported in 1905, [ 1 ] but it gained prominence in the late 1990s and early 2000s for its feasibility and wide range of applications.

  6. McMurry reaction - Wikipedia

    en.wikipedia.org/wiki/McMurry_reaction

    The McMurry reaction of benzophenone. The McMurry reaction is an organic reaction in which two ketone or aldehyde groups are coupled to form an alkene using a titanium chloride compound such as titanium(III) chloride and a reducing agent. The reaction is named after its co-discoverer, John E. McMurry.

  7. Evelyn effect - Wikipedia

    en.wikipedia.org/wiki/Evelyn_effect

    In general, if more than one alkene can be formed during dehalogenation by an elimination reaction, the more stable alkene is the major product. There are two types of elimination reactions, E1 and E2. An E2 reaction is a One step mechanism in which carbon-hydrogen and carbon-halogen bonds break to form a double bond. C=C Pi bond.

  8. Dewar–Chatt–Duncanson model - Wikipedia

    en.wikipedia.org/wiki/Dewar–Chatt–Duncanson...

    The alkene donates electron density into a π-acid metal d-orbital from a σ-symmetry bonding orbital between the carbon atoms. The metal donates electrons back from a (different) filled d-orbital into the empty π * antibonding orbital. Both of these effects tend to reduce the carbon-carbon bond order, leading to an elongated C−C distance ...

  9. Carbometalation - Wikipedia

    en.wikipedia.org/wiki/Carbometalation

    A carbometallation is any reaction where a carbon-metal bond reacts with a carbon-carbon π-bond to produce a new carbon-carbon σ-bond and a carbon-metal σ-bond. [1] The resulting carbon-metal bond can undergo further carbometallation reactions (oligomerization or polymerization see Ziegler-Natta polymerization) or it can be reacted with a variety of electrophiles including halogenating ...

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