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PDF Chapter 7: Alkenes: Reactions and Synthesis

alkene halohydrin Br2 H2O HBr OH anti stereochemistry Organic molecules are sparingly soluble in water as solvent The reaction is often done in a mix of organic solvent and water using N-bromosuccinimide (NBS) as the electrophilic bromine source O OH O + N Br DMSO H2O Br + N H Note that the aryl ring does not react!!!

PDF Reactions of Alkenes

Electrophilic addition is probably the most common reaction of alkenes Consider the electrophilic addition of H-Br to but-2-ene: The alkene abstracts a proton from the HBr and a carbocation and bromide ion are generated The bromide ion quickly attacks the cationic center and yields the final product

  • Does alkene react with water?

    This action is not available. An alkene does not react with pure water, since water is not acidic enough to allow the hydrogen to act as an electrophile to start a reaction. However, with the presence of small amount of an acid, the reaction does occur with a water molecule added to the double bond of alkene, and the product is an alcohol.

  • What is the mechanism for acid-catalyzed hydration of alkene?

    The mechanism for acid-catalyzed hydration of alkene is essentially the same as the mechanism for the addition of hydrogen halide, HX, to alkenes, and the reaction therefore follows Markovnikov’s rule as well in terms of regioselectivity. The hydration of 1-methylcyclohexene and the reaction mechanism are shown below.

  • How do alkenes react with bromide ion?

    Electrophilic addition is probably the most common reaction of alkenes. The alkene abstracts a proton from the HBr, and a carbocation and bromide ion are generated. The bromide ion quickly attacks the cationic center and yields the final product. In the final product, H-Br has been added across the double bond.

  • What happens when H2 is added to an alkene?

    Hydrogenation: Addition of H2 across the p-bond of an alkene to give an alkane. This is a reduction. The reaction uses H2 and a precious metal catalyst. The catalysts is not soluble in the reaction media, thus this process is referred to as a heterogenous catalysis. The catalyst assists in breaking the p-bond of the alkene and the H-H s-bond.

Alkene Reactions

Alkene Reactions

Hydroboration-oxidation  Alkenes and Alkynes  Organic chemistry  Khan Academy

Hydroboration-oxidation Alkenes and Alkynes Organic chemistry Khan Academy

Hydroboration Oxidation Mechanism of Alkenes

Hydroboration Oxidation Mechanism of Alkenes

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