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What is the chemical structure of 1 - hydroxy - 1, 2 - benziodoxol - 3 (1h) - one 1 - oxide?
The chemical structure of 1-hydroxy-1,2-benzoiodoxyamyl-3 (1H) -ketone-1-oxide is quite unique. This compound is a class of substances with specific functional group combinations in the field of organic chemistry.
Looking at its structure, the core is a benzo five-membered heterocyclic system. This heterocyclic ring is formed by fusing a benzene ring with a five-membered ring containing oxygen and iodine. Among them, there is a hydroxyl group attached to the first position, which gives the compound certain hydrophilicity and reactivity, and can participate in many chemical reactions, such as esterification, etherification, etc.
At position 3, it is a ketone carbonyl group. The existence of this carbonyl group has a great influence on the distribution and chemical properties of the compound's electron cloud, which can be used as a check point for electrophilic reactions and addition reactions with nucleophilic reagents. In the part of 1,2-benzo-iodine-oxane-amyl, the iodine atom is in a special heterocyclic environment, and its electronic effects and spatial effects are unique. In the 1-oxide structure, oxygen and iodine are connected to form a special valence state structure, which further affects the distribution and polarity of the entire molecular electron cloud, resulting in the unique physical and chemical properties of the compound. It is often used as a special reagent or intermediate in the field of organic synthesis to construct complex organic molecular structures.
What are the main physical properties of 1 - hydroxy - 1, 2 - benziodoxol - 3 (1h) - one 1 - oxide?
1-Hydroxy-1,2-benzoiodoxacyclopentyl-3 (1H) -ketone-1-oxide, this is a rather unique compound in organic chemistry. Its main physical properties are quite critical and of great significance in scientific research and related fields.
First of all, the appearance is often crystalline solid, with fine texture and white and pure color, which gives people a sense of order. This morphology is easy to store and use, and also suggests the regularity of its molecular arrangement.
In terms of melting point, it is about a certain temperature range, which is extremely important for the identification and purification of this compound. When heated to a specific temperature, its solid lattice structure disintegrates, and the molecules are able to break free and transform into a liquid state. The precise determination of this temperature can help determine the purity and characteristics of the compound.
The solubility is also worthy of attention. It shows good solubility in some organic solvents such as dichloromethane and N, N-dimethylformamide, just like a fish can interact with solvent molecules and blend with each other when entering water. However, the solubility in water is poor, as if there is an invisible barrier between water and it, which is difficult to cooperate. This difference in solubility can be well exploited in separation, extraction and reaction system construction.
In terms of stability, it is relatively stable under conventional conditions, like a calm person, and is not easily disturbed by the outside world. However, under extreme conditions such as strong reducing agents, strong acids or strong bases, its structure will be damaged and chemical reactions will occur, which requires special attention to environmental conditions during storage and use.
In addition, the compound also has a certain degree of hygroscopicity, which can absorb water vapor in the air like a sponge, which may affect its quality and performance. Moisture-proof measures need to be taken during storage.
To sum up, many physical properties of 1-hydroxy-1,2-benzoiodoxacyclopentyl-3 (1H) -ketone-1-oxide are interrelated, which together determine its application and value in organic synthesis, medicinal chemistry and other fields.
What are the common applications of 1 - hydroxy - 1, 2 - benziodoxol - 3 (1h) - one 1 - oxide in organic synthesis?
1-Hydroxy-1,2-benzoiodoxacyclopentyl-3 (1H) -ketone 1-oxide, often referred to as "IBX", is widely used in the field of organic synthesis.
First, it is used for oxidation reactions. Alcohols can be efficiently oxidized to corresponding alcaldes or ketones. For example, primary alcohols can be gently and selectively converted to alcaldes under the action of IBX, which avoids the risk of excessive oxidation to carboxylic acids. This property makes it crucial for the oxidation modification of specific alcohol hydroxyl groups in the total synthesis of complex natural products, helping chemists to accurately construct the structure of target molecules.
Furthermore, IBX can participate in the construction of carbon-carbon double bonds. In the presence of suitable substrates, intra-molecular dehydration or elimination reactions are promoted through a specific reaction mechanism to form carbon-carbon double bonds. This reaction provides an effective way to construct organic molecules with unsaturated bonds, and is of great significance for the design and synthesis of compounds with special properties in the fields of medicinal chemistry and materials science.
In addition, IBX is also useful in the synthesis of heterocyclic compounds. It can initiate cyclization reactions with its oxidizing properties to achieve the construction of heterocyclic skeletons. Such reactions can efficiently construct a variety of heterocyclic structures containing nitrogen, oxygen and other heteroatoms, and heterocyclic compounds widely exist in bioactive molecules and drug molecules, so IBX provides a powerful tool for the development of new drugs and the synthesis of bioactive substances.
And because of its relatively mild reaction conditions and good selectivity to substrates, IBX has become a powerful reagent for chemists to construct complex organic molecular structures in many fields of organic synthetic chemistry, and plays an indispensable role in the process of organic synthesis.
What are the preparation methods of 1 - hydroxy - 1, 2 - benziodoxol - 3 (1h) - one 1 - oxide?
There are various ways to prepare 1-hydroxy-1,2-benzoiodoxacyclopentyl-3 (1H) -ketone 1-oxide. First, the preparation can be started from o-iodobenzoic acid. First, the reaction is made with o-iodobenzoic acid and an appropriate oxidant, such as potassium persulfate, in a suitable solvent, such as acetonitrile-water mixed solvent, under heating conditions. This reaction requires precise temperature control, generally at 50-80 degrees Celsius. During the reaction, the amount of oxidant needs to be strictly controlled, about 1.5-2.5 times the number of moles of o-iodobenzoic acid. In this way, oxygen atoms can be introduced into the benzene ring of o-iodobenzoic acid, and the basic skeleton of the target can be gradually constructed.
Second, use o-iodobenzamide as raw material. React it with a strong oxidant, such as m-chloroperoxybenzoic acid, in an organic solvent such as dichloromethane. The reaction needs to be carried out in a low temperature environment, such as 0-10 degrees Celsius, to avoid side reactions. During the reaction process, close monitoring should be carried out, and the end point of the reaction can be determined by thin layer chromatography. After the reaction is completed, after appropriate post-treatment, such as extraction, washing, drying and column chromatographic separation, pure 1-hydroxy-1,2-benzo-iodoxacyclopentyl-3 (1H) -ketone 1-oxide can be obtained.
There are also those who use o-halogenated benzaldehyde as the starting material. First, the o-halogenated benzaldehyde reacts with a specific reagent, such as hydroxylamine hydrochloride, to form an oxime intermediate. After that, through the oxidation step, the common oxidant such as hydrogen peroxide-acetic acid system, under suitable conditions, prompts the conversion of oxime to the target product. In this process, the reaction conditions of each step need to be carefully adjusted, including reaction time, temperature, reagent concentration, etc., to ensure high yield and purity.
1 - hydroxy - 1, 2 - benziodoxol - 3 (1h) - one 1 - oxide What are the precautions during use?
1-Hydroxy-1,2-benzoiodoxacyclopentyl-3 (1H) -ketone 1-oxide, which is a commonly used IBX reagent. During the use of this reagent, many things need to be paid attention to.
First of all, IBX reagents have certain oxidizing properties, and care must be taken when storing and using them. Because of its heat, friction or impact, it may cause severe reactions, so it should be stored in a cool, dry and well-ventilated place, away from fire and heat sources. When using, it is advisable to use clean and dry utensils to prevent impurities from mixing and affecting its performance.
Secondly, this reagent is mostly used in organic synthesis reactions, and the control of reaction conditions is crucial. Factors such as temperature, reaction time, and the proportion of reactants all have a significant impact on the reaction results. Generally speaking, the reaction temperature and time need to be precisely adjusted according to the requirements of the specific reaction. If the temperature is too high, it may cause more side reactions; if the temperature is too low, the reaction rate will be delayed, or even the reaction cannot proceed.
Furthermore, the solvent selection of the reaction system cannot be ignored. Different solvents have different solubility and reactivity to IBX reagents. Appropriate solvents should be selected to ensure the smooth progress of the reaction. At the same time, during the reaction process, close attention should be paid to the reaction phenomena, such as color change, gas generation, etc., to judge the reaction process.
In addition, IBX reagents and their reaction products may be toxic and corrosive, and personal protective measures must be taken during operation, such as wearing protective gloves, goggles and masks. After the reaction, the remaining reagents and reaction waste should be properly disposed of in accordance with relevant regulations and cannot be discarded at will to avoid pollution to the environment.