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関連する概念動画

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene01:13

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

6.6K
Bromination and chlorination of aromatic rings by electrophilic aromatic substitution reactions are easily achieved, but fluorination and iodination are difficult to achieve. Fluorine is so reactive that its reaction with benzene is difficult to control, resulting in poor yields of monofluoroaromatic products. To address this, Selectfluor reagent is used as a fluorine source in which a fluorine atom is bonded to a positively charged nitrogen.
6.6K
Aldehydes and Ketones with Amines: Imine Formation Mechanism01:23

Aldehydes and Ketones with Amines: Imine Formation Mechanism

6.6K
Imine formation involves the addition of carbonyl compounds to a primary amine. It begins with the generation of carbinolamine through a series of steps involving an initial nucleophilic attack and then several proton transfer reactions. The second part includes the elimination of water, as a leaving group, to give the imine.
Imines are formed under mildly acidic conditions. A pH of 4.5 is ideal for the reaction.
If the pH is low or the solution is too acidic, the reaction slows down in the...
6.6K
Preparation of Amines: Reductive Amination of Aldehydes and Ketones01:38

Preparation of Amines: Reductive Amination of Aldehydes and Ketones

3.2K
Carbonyl compounds and primary amines undergo reductive amination first to produce imines, followed by secondary amines in the same reaction mixture, using selective reducing agents like sodium cyanoborohydride or sodium triacetoxyborohydride. Reductive amination produces different degrees of substitution of amines depending on the starting amine substrate.
3.2K
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions01:20

Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

2.0K
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
2.0K
Preparation of Amides01:29

Preparation of Amides

3.3K
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...
3.3K
Preparation of Nitriles01:12

Preparation of Nitriles

2.2K
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...
2.2K

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関連する実験動画

Updated: Oct 5, 2025

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
09:37

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry

Published on: October 18, 2019

9.8K

実践的な触媒阻害のためのN-フッ化イミド

Yuno Oe1, Ryuhei Yoshida1, Airi Tanaka1

  • 1Chiba Iodine Resource Innovation Center and Department of Chemistry, Graduate School of Science, Chiba University, 1-33, Yayoi, Inage, Chiba 263-8522, Japan.

Journal of the American Chemical Society
|January 27, 2022
PubMed
まとめ

新しいN-フッ素イミドであるN-フッ素-N-フッ素ソルフォニルカルバメート (NFC) は,効率的な酸化C-N結合形成を可能にします. この反応剤は,以前の方法の限界を克服し,アミンおよび関連する化合物を合成するための多用途のハンドルを提供します.

さらに関連する動画

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
08:43

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives

Published on: January 19, 2016

10.4K
Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes
10:10

Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes

Published on: July 28, 2018

6.6K

関連する実験動画

Last Updated: Oct 5, 2025

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
09:37

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry

Published on: October 18, 2019

9.8K
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
08:43

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives

Published on: January 19, 2016

10.4K
Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes
10:10

Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes

Published on: July 28, 2018

6.6K

科学分野:

  • 有機化学
  • 合成化学
  • カタリシス

背景:

  • 酸化性炭素-窒素結合の形成には,触媒性湿化が不可欠である.
  • N-フッ素ベンゼンスルフォニミド (NFSI) を使用する既存の方法は,合成の有用性を制限する望ましくない部分を含んでいます.

研究 の 目的:

  • 酸化性C−N結合形成の改善のための新しいN−フッ化イミド反応剤を開発する.
  • 誘導のための合成ハンドルとして,新しい試薬の汎用性を示すために.

主な方法:

  • N-フッ素-N-フッ素硫ニルカルバマート (NFC) の合成
  • NFCを用いたベンゼン誘導体の銅触媒化イミダーション
  • NFCを用いたアリファティックアルケンのイミドシアン化

主要な成果:

  • NFCはモジュラー合成ハンドルとして機能し,アミン,スルフォナミド,およびスルファミドへの1段階の誘導を可能にします.
  • NFCは,銅触媒化イミダーションおよびイミドシアン化反応において,NFSIよりも優れた反応性を示しています.
  • NFCに付着したイミド分子は容易に変換され,その合成価値を高めます.

結論:

  • NFCは酸化性C-N結合形成のための非常に効果的な反応剤です.
  • 開発された方法は,NFSI媒介反応に関連する制限を克服します.
  • NFCは有機合成のための多用途で貴重なツールです.