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Addition of H 2 O across a Double Bond. Addition of H 2 O across a double bond Occurs in three different ways: Acid-Catalyzed Hydration Oxymercuration.

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Presentation on theme: "Addition of H 2 O across a Double Bond. Addition of H 2 O across a double bond Occurs in three different ways: Acid-Catalyzed Hydration Oxymercuration."— Presentation transcript:

1 Addition of H 2 O across a Double Bond

2 Addition of H 2 O across a double bond Occurs in three different ways: Acid-Catalyzed Hydration Oxymercuration Hydroboration

3 Acid-Catalyzed Hydration OH - adds in a markovnikov fashion, attaching to the most substituted carbon. H + adds like in the addition of HX across a double bond.

4 Acid Catalyzed Hydration: Mechanism

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6 Oxymercuration No rearrangement occurs. OH - bonds to the most substituted carbon in the double bond. No rearrangement occurs because no carbocation forms.

7 Oxymercuration: Mechanism

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9 Hydroboration the OH - group bonds to the least substituted carbon in what is called “anti-markovnikov addition”

10 Hydroboration: Mechanism

11 What is the Product? ?

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14 ?

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17 ?

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