Mediaspace scheduled maintenance: Aug 25, 2026 07:00 - 12:00 AM. During this time, videos will be temporarily unavailable. Check status updates.

Lecture

Redox Reactions of Aldehydes

In course

CH-233: Organic functions and reactions I

Le cours se focalisera sur les composés carbonyles: leur structures, réactivités, et leurs transformations; la réactivité des énols/énolates et leurs réactions fondamentales. L'importance de la compréhension des mécanismes réactionnels, de la chimio-, regi ...

Description

This lecture covers various redox reactions of aldehydes, including the Evans-Tishchenko Reaction, the Cannizzaro Reaction, the Benzoin Reaction, and the Cross Benzoin Reaction. It also discusses the reduction of imines with hydride and the Meerwein-Ponndorf-Verley Reaction. Additionally, it explores the Stetter Reaction mechanism, the Wittig Reaction, and its variants, such as the Horner-Wadsworth-Emmons Reaction. The lecture emphasizes reaction mechanisms, selectivity, and specific examples to illustrate the concepts.

Instructor

Jieping Zhu

Official source

Related concepts (32)

Chemical reaction

A chemical reaction is a process that leads to the chemical transformation of one set of chemical substances to another. Classically, chemical reactions encompass changes that only involve the positions of electrons in the forming and breaking of chemical bonds between atoms, with no change to the nuclei (no change to the elements present), and can often be described by a chemical equation. Nuclear chemistry is a sub-discipline of chemistry that involves the chemical reactions of unstable and radioactive elements where both electronic and nuclear changes can occur.

Aldehyde

In organic chemistry, an aldehyde (ˈældᵻhaɪd) is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred to as an aldehyde but can also be classified as a formyl group. Aldehydes are a common motif in many chemicals important in technology and biology. Aldehyde molecules have a central carbon atom that is connected by a double bond to oxygen, a single bond to hydrogen and another single bond to a third substituent, which is carbon or, in the case of formaldehyde, hydrogen.

Wittig reaction

The Wittig reaction or Wittig olefination is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide called a Wittig reagent. Wittig reactions are most commonly used to convert aldehydes and ketones to alkenes. Most often, the Wittig reaction is used to introduce a methylene group using methylenetriphenylphosphorane (Ph3P=CH2). Using this reagent, even a sterically hindered ketone such as camphor can be converted to its methylene derivative.

Organic redox reaction

Organic reductions or organic oxidations or organic redox reactions are redox reactions that take place with organic compounds. In organic chemistry oxidations and reductions are different from ordinary redox reactions, because many reactions carry the name but do not actually involve electron transfer. Instead the relevant criterion for organic oxidation is gain of oxygen and/or loss of hydrogen, respectively. Simple functional groups can be arranged in order of increasing oxidation state.

Redox

Redox (ˈrɛdɒks , ˈriːdɒks , reduction–oxidation or oxidation–reduction) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a decrease in the oxidation state. There are two classes of redox reactions: Electron-transfer – Only one (usually) electron flows from the atom being oxidized to the atom that is reduced. This type of redox reaction is often discussed in terms of redox couples and electrode potentials.

Related lectures (34)

Electrophilic Addition: Chemistry of Alkenes and Hydrogenation

Discusses electrophilic addition reactions and hydrogenation processes in alkenes, emphasizing mechanisms, conditions, and practical applications in organic synthesis.

Organic Chemistry: Reaction Mechanisms

Explores organic reaction mechanisms, thermodynamics, kinetics, and reaction profiles in organic chemistry.

Chemical Reaction Mechanisms: Chain React

Explores reaction mechanisms, chain reactions, catalysis, enzyme catalysis, galvanic cells, and electromotive force in batteries.