Htib Iodosobenzene I Mono P Toluenesulphonate Kosers

The style of the text of "Tiangong Kaiwu" is simple and plain, and it is mainly based on the above-mentioned materials. Today's answer is "What is the chemical structure of HTIB (m-chloroperoxybenzoic acid) and iodoyl benzene-mono-p-toluene sulfonate (Koser's reagent) ".
HTIB, that is, m-chloroperoxybenzoic acid, its structural core is the benzene ring of benzoic acid, which is connected with a peroxy carboxyl group (-COOOH) at the intermediate position, and the benzene ring is connected to a chlorine atom at the intermediate position. Benzoic acid is originally connected by a benzene ring and a carboxyl group, and this peroxy benzoic acid inserts an oxygen atom between the oxygen of the carboxyl group to form a peroxy structure. The chlorine atom
Koser's reagent, iodoyl benzene-mono-toluenesulfonate, consists of iodoyl benzene part and p-toluenesulfonate group. In iodoyl benzene, the iodine atom is connected to the benzene ring, and the iodine atom is connected to the oxygen atom, showing the iodoyl structure. The p-toluenesulfonate group is composed of a p-toluene group and a sulfonic acid group. The sulfur atom in the sulfonic acid group is connected to two oxygen atoms by a double bond, and the single bond is connected to another oxygen atom and negatively charged. It is combined with the iodoyl benzene part to form the chemical structure of Koser's reagent as a whole, which makes it exhibit unique chemical properties and reactive functions in organic synthesis.

The iodosobenzene-i-mono-p-toluenesulphonate mentioned by Htib, that is, Koser's reagent, has the following main uses:
First, in the field of organic synthesis, this reagent is often used as an oxidizing agent. Alcohols can be oxidized to alters or ketones. For example, primary alcohols can be smoothly converted into corresponding alters under the action of Koser's reagent. This process is like a delicate craftsman who precisely transforms the structure of alcohols to convert hydroxyl groups into carbonyl groups, laying the foundation for the construction of subsequent organic compounds.
Second, in the construction of carbon-carbon bonds, Cothers reagent is also useful. It can participate in some coupling reactions and help form new carbon-carbon connections. This function is like building bridges, allowing previously isolated carbon atoms to be connected, expanding the structure of organic molecules, which is of great significance in complex natural product and drug synthesis.
Third, in halogenation reactions, this reagent can play the role of halogen source. Introducing halogen atoms to organic molecules endows compounds with new chemical properties and reactivity, so that organic molecules have new "weapons" that can participate in more types of reactions, greatly enriching the strategies and paths of organic synthesis.
Fourth, in some special oxidative rearrangement reactions, Cothers reagent can promote the rearrangement of molecular structures to generate products with unique structures. This process is like a molecular "dance". Under the guidance of the reagent, the parts of the molecule are cleverly transposed, resulting in a different chemical structure, which opens up a new direction for the development of organic chemistry.

Htib is o-Iodoxybenzoic acid (IBX), which has unique advantages in organic synthesis with iodosobenzene-i-mono-p-toluenesulphonate (Koser's reagent).
Let's talk about Htib first. Its oxidation performance is quite strong, and it can efficiently oxidize alcohols to aldodes or ketones under mild conditions. For example, secondary alcohols can be smoothly converted into corresponding ketones under the action of Htib, and the reaction conditions usually do not require high temperature, strong alkali and other violent elements, which greatly avoids the influence of other sensitive groups of the substrate, providing convenience for the synthesis of complex compounds. In the total synthesis of some natural products, substrates containing multiple functional groups can precisely oxidize specific alcohol hydroxyl groups without destroying other groups by selective oxidation of Htib.
Looking at Koser's reagent again, its advantages are also obvious. It has excellent selectivity in oxidation reactions and can specifically oxidize substrates of certain structures. For example, for allyl alcohols, Koser's reagent can selectively oxidize hydroxyl groups at the allyl position to generate α, β-unsaturated alters or ketones. This property plays a key role in the construction of carbon-carbon double bonds and carbonyl structures. In addition, Koser's reagent has relatively high stability, making it easier to store and operate, reducing the experimental risk caused by the instability of the reagent, providing guarantee for the smooth progress of the reaction, and is widely used in the synthesis of pharmaceutical intermediates and other fields.

The method for preparing iodoyl benzene-p-toluenesulfonate monoester (ie Koser reagent) is as follows:
First take an appropriate amount of p-toluenesulfonyl chloride and place it in a clean reaction vessel. Dissolve it in a suitable organic solvent, such as dichloromethane, to form a homogeneous solution. This process needs to be carried out under low temperature and stirring conditions. Generally, the temperature should be controlled at 0-5 ° C.
Then slowly add the prepared sodium iodate aqueous solution dropwise. When adding dropwise, be sure to maintain the stirring state so that the reaction materials are fully mixed and contacted. The molar ratio of sodium iodate to p-toluenesulfonyl chloride should be carefully prepared, usually 1:1.2 - 1:1.5.
After the dropwise addition is completed, gradually heat up to room temperature and continue to stir the reaction for several hours. The reaction process can be monitored by means of thin-layer chromatography (TLC). When the raw material point disappears and the product point appears and no longer changes, the reaction is considered to be basically complete.
After the reaction is completed, pour the reaction mixture into an appropriate amount of ice water to terminate the reaction. Subsequently, the organic solvent is extracted several times and the organic phases are combined. A desiccant such as anhydrous sodium sulfate is used to remove the moisture in the organic phase. When it is completely dried, the desiccant is filtered to remove the desiccant, and the organic solvent is distilled under reduced pressure to remove the organic solvent.
Finally, the obtained crude product is purified by recrystallization. A suitable recrystallization solvent, such as ethanol-water mixed solvent, can be selected through multiple recrystallization operations to obtain a high-purity iodoyl benzene-p-toluenesulfonate monoester product. During the whole preparation process, the reaction conditions must be strictly controlled to ensure the quality and yield of the product.

In this case, there is a name for toluenesulfonic acid and iodoxy benzene, also known as Cosers. The characterization of this product is an important factor in the chemical process.
Toluenesulfonic acid and iodoxy benzene, its chemical properties are very special. Under normal conditions, its characterization depends on many factors. The degree of dissolution, the effect is deep. If it is in a high environment, the molecule is added, and its chemical properties are easily affected, resulting in a decrease in qualitative properties. On the contrary, low temperature can make its molecules damaged, which is beneficial to maintain their stability.
Furthermore, the dissolution of the property also plays a role. Different dissolution, the interaction between toluenesulfonic acid and iodoxy benzene is different. In addition, light can also be an important factor. Light can provide energy, lead to photochemical reaction, promote the biological transformation of iodoxy benzene, and reduce its qualitative.

In addition, light can also be an important factor. Therefore, it is often necessary to avoid light during storage and use.
The qualitative of iodoxy benzene, toluene sulfonate, depends on factors such as degree of solubility, solubility, and light. In the process of use, it must be taken into account to ensure the stability of its properties and its effectiveness.