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Related Concept Videos

Amides to Carboxylic Acids: Hydrolysis01:28

Amides to Carboxylic Acids: Hydrolysis

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Amides can undergo either acid-catalyzed hydrolysis or base-promoted hydrolysis through a typical nucleophilic acyl substitution. Each hydrolysis requires severe conditions.
Acid-catalyzed hydrolysis:
Hydrolysis of amides under acidic conditions yields carboxylic acids. Since the reaction occurs slowly, hydrolysis requires the conditions of heat.
The mechanism begins with the protonation of the carbonyl oxygen by the acid catalyst. The protonation makes the amide carbonyl carbon more...
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Acid Halides to Amides: Aminolysis01:07

Acid Halides to Amides: Aminolysis

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Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
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Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles01:11

Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles

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Naming Amides
The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
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Mass Spectrometry: Carboxylic Acid, Ester, and Amide Fragmentation01:01

Mass Spectrometry: Carboxylic Acid, Ester, and Amide Fragmentation

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The fragmentation patterns observed for compounds such as carboxylic acids, esters, and amides in the mass spectra include ⍺-cleavage and McLafferty rearrangement. Fragmentation by ⍺-cleavage preferentially occurs at the carbon-carbon bond at the ⍺-position next to the carboxylic group to generate a neutral radical and a cation. Long chain compounds with hydrogen at their γ-carbon undergo McLafferty rearrangement to give a radical cation and a neutral alkene.
For example, the...
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Metallic Solids02:37

Metallic Solids

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Metallic solids such as crystals of copper, aluminum, and iron are formed by metal atoms. The structure of metallic crystals is often described as a uniform distribution of atomic nuclei within a “sea” of delocalized electrons. The atoms within such a metallic solid are held together by a unique force known as metallic bonding that gives rise to many useful and varied bulk properties.
All metallic solids exhibit high thermal and electrical conductivity, metallic luster, and malleability....
20.6K
Preparation of Amides01:29

Preparation of Amides

4.0K
Amides are synthesized by treating carboxylic acids with amines in the presence of dehydrating agents like dicyclohexylcarbodiimide (DCC).
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
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A solid-supported arylboronic acid catalyst for direct amidation.

Yihao Du1, Thomas Barber, Sol Ee Lim

  • 1Centre for Sustainable Chemical Processes, Department of Chemistry, Durham University, Science Laboratories, South Road, Durham, DH1 3QZ, UK. andy.whiting@durham.ac.uk.

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Summary
This summary is machine-generated.

A novel heterogeneous amidation catalyst was developed for efficient synthesis. This reusable catalyst demonstrates broad substrate scope and enhanced reactivity, outperforming homogeneous alternatives.

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Area of Science:

  • Polymer Chemistry
  • Catalysis
  • Organic Synthesis

Background:

  • Amidation reactions are crucial in organic synthesis.
  • Homogeneous catalysts often face challenges in separation and reusability.
  • Developing efficient heterogeneous catalysts is essential for sustainable chemistry.

Purpose of the Study:

  • To synthesize and characterize a novel heterogeneous amidation catalyst.
  • To evaluate the catalyst's performance in terms of reactivity and substrate scope.
  • To assess the catalyst's reusability and suitability for flow chemistry.

Main Methods:

  • Co-polymerization of styrene, DVB, and 4-styreneboronic acid.
  • Characterization of the synthesized heterogeneous catalyst.
  • Testing the catalyst in amidation reactions with various substrates.
  • Evaluating catalyst recovery and reuse in batch and flow systems.

Main Results:

  • An efficient heterogeneous amidation catalyst was successfully prepared.
  • The catalyst exhibited wide substrate applicability and higher reactivity compared to homogeneous phenylboronic acid.
  • Potential cooperative catalytic effects were observed.
  • The catalyst demonstrated excellent recoverability and reusability.
  • The catalyst is suitable for packed bed flow reactors.

Conclusions:

  • The developed heterogeneous catalyst offers an efficient and reusable alternative for amidation reactions.
  • Cooperative effects in the heterogeneous system enhance catalytic performance.
  • The catalyst's compatibility with flow reactors opens avenues for continuous synthesis processes.