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Co-N Frustrated Lewis Pair 表面上のアルケンとエポキシアルケンの水分化のための水素触媒酸変容

  • 0School of Resource, Environmental and Chemical Engineering, Nanchang University, Nanchang 330031, People's Republic of China.

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Acid-Catalyzed Hydration of Alkenes 02:45

15.4K

Alkenes react with water in the presence of an acid to form an alcohol. In the absence of acid, hydration of alkenes does not occur at a significant rate, and the acid is not consumed in the reaction. Therefore, alkene hydration is an acid-catalyzed reaction.

Strong acids, such as sulfuric acid, dissociate completely in an aqueous solution, and the acid participating in the reaction is the hydronium ion.

The first step is the slow protonation of an alkene at the less-substituted end to form...

Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration 02:40

9.3K

Introduction
Analogous to alkenes, alkynes also undergo acid-catalyzed hydration. While the addition of water to an alkene gives an alcohol, hydration of alkynes produces different products such as aldehydes and ketones.       

Since the rate of acid-catalyzed hydration of alkynes is much slower than alkenes, a mercuric salt like mercuric sulfate (HgSO4) is usually added to facilitate the reaction. Hydration of terminal alkynes follows Markovnikov's rule;...

Esters to Carboxylic Acids: Acid-Catalyzed Hydrolysis 01:13

3.2K

Hydrolysis of esters under acidic conditions proceeds through a nucleophilic acyl substitution. In the presence of excess water, the reaction proceeds in a reversible manner, forming carboxylic acids and alcohols.
During hydrolysis, the ester is first activated towards nucleophilic attack through the protonation of the carboxyl oxygen atom by the acid catalyst. The protonation makes the ester carbonyl carbon more electrophilic. In the next step, water acts as a nucleophile and adds to the...

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration 02:34

8.7K

The rate of acid-catalyzed hydration of alkenes depends on the alkene's structure, as the presence of alkyl substituents at the double bond can significantly influence the rate.

The reaction proceeds with the slow protonation of an alkene by a hydronium ion to form a carbocation, which is the rate-determining step.
The reaction involving a tertiary carbocation intermediate is faster than a reaction proceeding through a secondary or primary carbocation. This can be justified by comparing their...

Acid-Catalyzed Dehydration of Alcohols to Alkenes 02:35

21.3K

In a dehydration reaction, a hydroxyl group in an alcohol is eliminated along with the hydrogen from an adjacent carbon. Here, the products are an alkene and a molecule of water. Dehydration of alcohols is generally achieved by heating in the presence of an acid catalyst. While the dehydration of primary alcohols requires high temperatures and acid concentrations, secondary and tertiary alcohols can lose a water molecule under relatively mild conditions.

The acid-catalyzed dehydration of...

Acid Halides to Carboxylic Acids: Hydrolysis 01:01

3.0K

Hydrolysis of acid halides is a nucleophilic acyl substitution reaction in which acid halides react with water to give carboxylic acids. The reaction occurs readily and does not require acid or a base catalyst.
As shown below, the mechanism involves a nucleophilic attack by water at the carbonyl carbon to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen π bond along with the departure of a halide ion. A final proton transfer step yields carboxylic...