Term
The _________ of alcohols is a common method for making alkenes; the term literally means the "removal of water." |
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Definition
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Term
_________ is a reversible reaction with a small equilibrium constant. In fact, the reverse reaction (__________) is a method for converting alkenes to _________. |
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Definition
1) Dehydration 2) Hydration 3) Alcohols |
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Term
Concentrated _________ or _________ acid are often used as reagents for _________ because these acids act both as _________ _________ and as _________ agents. Hydration of these acids is strongly _________. |
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Definition
1) Sulfuric 2) Phosphoric 3) Dehydration 4) Acidic catalysts 5) Dehydrating 6) Exothermic |
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Term
The mechanism for dehydration resembles the _________ mechanism introduced earlier: The _________ group of the alcohol is a (poor/good) leaving group, but protonation by the _________ _________ converts it to a (poor/good) leaving group. In the second step, loss of _________ from the protonated alcohol gives a carbocation. The carbocation is a very strong _________: any weak base such as water or HSO4- can abstract the _________ in the final step to produce an alkene. |
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Definition
1) E1 2) Hydroxide 3) Poor 4) Acidic catalyst 5) Good 6) Water 7) Acid 8) Proton |
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Term
*Acid-Catalyzed Dehydration of an Alcohol* Step 1: Protonation of the _________ group (_________ equilibrium). Step 2: Ionization to a _________ (_________, rate-limiting). Step 3: Deprotonation to give the _________ (_________). |
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Definition
1) Hydroxyl 2) Fast 3) Carbocation 4) Slow 5) Alkene 6) Fast |
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Term
Like other _________ reactions, alcohol dehydration follows an order of reactivity that reflects carbocation stability: _________ > _________ > _________ _________ of the carbocation intermediates are common in alcohol dehydrations. In many cases, _________ _________ applies: the major product is usually the one with the most substituted double bond. |
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Definition
1) E1 2) 3° > 2° > 1° 3) Rearrangements 4) Zaitsev's Rule |
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