Term
A __________ is a reaction in which an alkene reacts with water in the presence of a strongly acidic catalyst to form an __________. |
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A hydration reaction is when an alkene reacts with __________ in the presence of a strongly __________ catalyst to form an alcohol. |
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A hydration reaction features a __________ atom adding to one carbon and a __________ group adding to another. |
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Hydration of an alkene is the reverse of the __________ of alcohols. |
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For dehydrating alcohols, a concentrated dehydrating __________ (such as __________ or __________) is used to drive the equilibrium to favor the __________. Hydration of an alkene, on the other hand, is accomplished by adding excess __________ to drive the equilibrium toward the __________. |
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Definition
1) Acid 2) H2SO4 or H3PO4 3) Alkene 4) Water 5) Alcohol |
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Term
The __________ __________ __________ __________ states that a forward reaction and a reverse reaction taking place under the same conditions (as in an equilibrium) must follow the same reaction pathway in microscopic detail. |
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Definition
1) Principle of microscopic reversibility |
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Term
According to the __________ __________ ____________________, we can write the hydration mechanism of an alkene by reversing the order of the steps of the __________: protonation of the double bond forms a __________. Nucleophilic attack by water followed by loss of a proton gives the __________. |
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Definition
1) Principle of microscopic reversibility 2) Dehydration 3) Carbocation 4) Alcohol |
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*Mechanism 8-4: Acid-Catalyzed Hydration of an Alkene* Step 1: Protonation of the double bond forms a __________. Step 2: Nucleophilic attack by __________ gives a protonated alcohol. Step 3: Deprotonation gives the __________. |
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Definition
1) Carbocation 2) Water 3) Alcohol |
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Term
Orientation of Hydration: Step 1 of the hydration mechanism is similar to the first step in the addition of HBr: the proton adds to the (less/more) substituted end of the double bond to form the (less/more) substituted carbocation. __________ attacks the carbocation to give (after loss of a proton) the __________ with the hydroxyl group on the (less/more) substituted carbon. |
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Definition
1) Less 2) More 3) Water 4) Alcohol 5) More |
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Term
Similar to the addition of hydrogen halides, hydration is __________: it follows __________ __________, giving a product in which the new hydrogen has added to the (less/more) substituted end of the double bond. |
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Definition
1) Regioselective 2) Markovnikov's rule 3) Less |
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Term
Reactions that follow Markovnikov's rule will generally feature a __________ adding to the (less/more) substituted end of a double bond, with the remaining functional group attaching to the (less/more) substituted end. |
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Like other reactions that involve carbocation intermediates, hydration may take place with __________. |
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Any reaction that features a carbocation can generally undergo __________. |
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