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Related Concept Videos

Redox Titration: Other Oxidizing and Reducing Agents01:26

Redox Titration: Other Oxidizing and Reducing Agents

338
Besides iodine, other oxidizing or reducing agents can serve as titrants in redox titrations. Common oxidizing titrants include KMnO4, cerium(IV), and K2Cr2O7. The choice of oxidizing titrants depends on factors like stability, cost, analyte strength, and reaction rate between the analyte and titrant. KMnO4 is a strong oxidizing titrant that reduces from Mn(VII) to Mn(II) in a highly acidic solution, simultaneously oxidizing the analyte to a higher oxidation state. In this case, KMnO4 acts as a...
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Oxidation of Alcohols02:37

Oxidation of Alcohols

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In this lesson, the oxidation of alcohols is discussed in depth. The various reagents used for oxidation of primary and secondary alcohols are detailed, and their mechanism of action is provided.
The process of oxidation in a chemical reaction is observed in any of the three forms:
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Redox Titration: Iodimetry and Iodometry01:23

Redox Titration: Iodimetry and Iodometry

2.0K
Iodometry and iodimetry are analytical methods used to determine the concentration of oxidizing or reducing agents using iodine. In iodometric titrations, the oxidizing analyte solution is usually acidified and treated with an excess of iodide ions, which generates an equivalent amount of iodine in equilibrium with triiodide. The released iodine is subsequently titrated directly against a standardized reducing agent. As the dilute iodine color becomes pale yellow, a few drops of freshly...
2.0K
Oxidation of Phenols to Quinones01:17

Oxidation of Phenols to Quinones

3.2K
In the presence of oxidizing agents, phenols are oxidized to quinones. Quinones can be easily reduced back to phenols using mild reducing agents. The electron-donating hydroxyl group enhances the reactivity of the aromatic ring, enabling oxidation of the ring even in the absence of an α hydrogen.
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox...
3.2K
Oxidations of Aldehydes and Ketones to Carboxylic Acids01:15

Oxidations of Aldehydes and Ketones to Carboxylic Acids

4.0K
Oxidation of aldehydes and ketones results in the formation of carboxylic acids. Aldehydes, bearing hydrogen next to the carbonyl group, are easily oxidized compared to ketones. This is because an aldehydic proton can easily be abstracted during oxidation.
Aldehydes readily undergo oxidation in strong oxidizing agents such as potassium permanganate and chromic acid. The oxidation can also be carried out using mild oxidizing agents such as silver oxide. In fact, aldehydes can be easily oxidized...
4.0K
Radical Autoxidation01:20

Radical Autoxidation

2.2K
The oxidation of an organic compound in the presence of air or oxygen is called autoxidation. For example, cumene reacts with oxygen to form hydroperoxide. Autoxidation involves initiation, propagation, and termination steps. Many organic compounds are susceptible to autoxidation—especially ethers in the presence of oxygen, which form hydroperoxides. Even though this reaction is slow, old ether bottles contain small amounts of peroxide, which leads to laboratory explosions during ether...
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Iodine(V)-Based Oxidants in Oxidation Reactions.

Samata E Shetgaonkar1, Subhiksha Jothish2, Toshifumi Dohi3

  • 1School of Chemical Sciences, Goa University, Taleigao Plateau 403206, Goa, India.

Molecules (Basel, Switzerland)
|July 14, 2023
PubMed
Summary

Hypervalent iodine(V) reagents offer mild, environmentally friendly oxidation pathways in organic synthesis, mimicking transition metals. This review highlights their diverse applications in oxidation reactions over the last decade.

Keywords:
catalysthypervalent iodine(V) reagentsoxidantoxidation

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Area of Science:

  • Organic Chemistry
  • Green Chemistry
  • Oxidation Reactions

Background:

  • Hypervalent iodine reagents exhibit reactivity under mild conditions, similar to transition metals.
  • Their environmentally benign nature aligns with Green Chemistry principles.
  • Iodine(III) reagents act as electrophiles, while iodine(V) reagents are potent oxidants.

Purpose of the Study:

  • To review oxidation reactions facilitated by iodine(V) reagents.
  • To cover advancements in the past decade.
  • To emphasize the synthetic utility of hypervalent iodine(V) compounds.

Main Methods:

  • Literature review of oxidation reactions.
  • Focus on iodine(V) reagents like IBX and DMP.
  • Analysis of stoichiometric and catalytic applications.

Main Results:

  • Iodine(V) reagents are effective oxidants in various organic transformations.
  • Demonstrated utility in both stoichiometric and catalytic processes.
  • Highlighting the versatility and efficiency of these reagents.

Conclusions:

  • Hypervalent iodine(V) reagents are valuable tools in modern organic synthesis.
  • Their application promotes sustainable chemical practices.
  • Continued research promises further expansion of their synthetic scope.