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Addition of HCl, HBr, and HI
to
Alkene

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Markovnikov regiochemistry occurs, with H adding to the less highly substituted alken carbon and halogen adding to the more highly substituted carbon.

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Addition of Cl₂ and Br₂
to
Alkene

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Anti addition is observed through a halonium ion intermediate.

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Halohydrin Formation

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Markovnikov regiochemistry and antisterochemistry occur.

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Addition of water by hydroboration-oxidation

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Non-Markovnikov syn addition occurs.

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Addition of water by oxymercuration-demercuration

answer

Markovnikov regiochemitry occurs.

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Catalytic Hydrogenation

answer

Syn addition occurs

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Epoxidation with a peroxyacid

answer

Syn additon occurs

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Hydroxylation with OsO₄

answer

Syn addition occurs

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Addition of Carbenes to yeild cyclopropanes

answer

1. Dichlorocarbene addition
2. Simmons-Smith Reaction

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Hydroxylation by acid-catalyzed epoxide hydrolysis.

answer

Anti-Sterochemistry occurs

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Oxidative Cleavage of Alkenes

answer

1. Reaction with Ozone followed by Zinc in Acetic Acid

2. Reaction with KMnO₄, in Acidic Solution

3. Cleavage of 1,2 Diols

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Organic Chemistry Reactions Alkenes – Flashcards

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