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What are the main application fields of 7- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) quinoline
7- (4,4,5,5-tetramethyl-1,3,2-dioxyboronheterocyclopentaborane-2-yl) boric acid, which is widely used in the field of organic synthesis. The following describes its main application fields in the classical Chinese state of "Tiangong Kaiwu".
In the process of organic synthesis, this boric acid is often a key agent. First, in the industry of carbon-carbon bond construction, it can participate in the Suzuki-Miyaura coupling reaction. Just like a craftsman uses mortise and tenon to fit wood pieces, in this reaction, the boric acid is precisely connected with an organohalide or a pseudo-halide with the help of a palladium catalyst and a base to construct a complex carbon skeleton. Such as the preparation of aromatic hydrocarbons with special structures, this method is often used to connect different aryl groups to each other, expand the dimensions of molecules, and add their functional wonders.
Second, it is also indispensable in the field of drug synthesis. The design of drug molecules often requires precise splicing of different fragments. 7- (4,4,5,5-tetramethyl-1,3,2-dioxyboronheterocyclopentaborane-2-yl) boric acid, with its reactivity and selectivity, can help introduce key pharmacodynamic groups, modify molecular structures, and optimize drug activity, solubility, and metabolic properties. It is like processing elixir, carefully blending to improve the efficacy of drugs.
Furthermore, it is also useful in the context of materials science. When synthesizing optoelectronic materials, by participating in the reaction, the molecular conjugate structure can be adjusted, thereby improving the optical and electrical properties of the materials. For example, the preparation of organic Light Emitting Diode (OLED) materials, through its ingenious action, can make the materials have better luminous efficiency and more brilliant colors, which seems to endow the materials with agile light, shining in the fields of display technology and so on.
What are the synthesis methods of 7- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) quinoline
To prepare 7- (4,4,5,5-tetramethyl-1,3,2-dioxyboronheterocyclopentylborane-2-yl) phenylboronic acid, the following ancient method can be used:
The first method of Suzuki reaction. Take boron-containing substrates, such as pinacol borane and corresponding halogenated aromatics or trifluoromethanesulfonates, palladium complexes as catalysts, such as tetrakis (triphenylphosphine) palladium (0), and add alkalis, such as potassium carbonate, sodium carbonate, etc., in organic solvents, such as toluene, dioxane and water mixed system, heat and stir. During the reaction, the aromatic group of halogenated aromatics or trifluoromethanesulfonates is coupled with boron reagents catalyzed by palladium, and the target product is obtained. This reaction condition is mild and the selectivity is quite good, and it is widely used in the synthesis of such compounds.
can also be used Grignard reagent method. The Grignard reagent containing halogenated aryl groups is first prepared, which is obtained by reacting magnesium chips with halogenated aromatics in anhydrous ethyl ether or tetrahydrofuran. Then the Grignard reagent is reacted with borate esters, such as trimethyl borate, and hydrolyzed to obtain 7- (4,4,5,5-tetramethyl-1,3,2-dioxoboronheterocyclopentylborane-2-yl) phenylboronic acid. This process requires strict anhydrous and anaerobic conditions, but the steps are relatively simple, and it is also a commonly used method.
Another boric acid ester exchange method is used. The existing phenylborate ester is used as the starting material, and the ester exchange reaction is carried out with 4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentaborane under suitable catalysts and conditions. The selected catalyst needs to have high catalytic activity for the exchange of borate esters, and the reaction conditions need to be carefully controlled, such as temperature and reaction time, so that the reaction can proceed smoothly in the direction of generating the target product.
The above methods have their own advantages and disadvantages. It is necessary to choose carefully according to the actual situation, such as the availability of raw materials, cost considerations, product purity requirements, etc., in order to efficiently prepare 7- (4,4,5,5-tetramethyl-1,3,2-dioxoborocyclopentaborane-2-yl) phenylboronic acid.
What are the physicochemical properties of 7- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) quinoline
The physicochemical properties of 7 - (4,4,5,5 - tetramethyl - 1,3,2 - dioxyboron heterocyclopentaborane - 2 - yl) phenyl group are as follows:
This compound has unique electronic properties due to its boron heterocyclic structure. From the perspective of physical properties, it is usually in a solid state, which is attributed to the existence of van der Waals forces and possible hydrogen bond interactions between molecules. Its melting point and boiling point are affected by intermolecular forces and molecular structure, and the symmetry and relative molecular weight of the molecule also play a role. If the symmetry is high and the relative molecular mass is large, the melting and boiling point tends to increase.
In terms of solubility, the hydrophobic tetramethylphenyl moiety of the compound has good solubility in organic solvents such as toluene and dichloromethane. Due to the principle of "similar miscibility", these organic solvents can effectively interact with the hydrophobic moiety; while in water, the solubility is poor. Because water is a polar solvent, it interacts weakly with the hydrophobic moiety.
From a chemical perspective, the boron atom is electron-deficient, which makes the compound Lewis acidic and can coordinate with molecules or ions containing lone pairs of electrons. In organic synthesis, this property can be used to construct new carbon-boron or carbon-carbon bonds. For example, under the catalysis of transition metals, it can participate in the Suzuki-Miyaura coupling reaction, react with aryl halides or alkenyl halides, form carbon-carbon bonds, and synthesize complex organic molecules. At the same time, the compound has a certain sensitivity to air and moisture, and the boron-oxygen bond may be hydrolyzed in humid air, resulting in structural changes and reduced activity. Therefore, storage and use need to be carried out in a dry, inert gas protective atmosphere to prevent deterioration.
What is the price range of 7- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) quinoline in the market?
The price range of 7- (4,4,5,5-tetraethyl-1,3,2-phosphorus dioxide heterocyclopentane-2-yl) fluorescence in the market is quite complicated and needs to be considered from a variety of factors.
These compounds vary widely in price under different uses, purity, and market supply and demand. If used in scientific research experiments, the purity requirements for them are extremely high, mostly high purity levels, and the price may be relatively high.
In industrial production, if the purity requirements are slightly lower, the price will vary depending on the wide range of uses. If the market demand for such fluorescent materials is strong and the supply is relatively scarce, the price will also rise. < Br >
However, there is no exact uniform price today. Roughly speaking, in the state of high purity of scientific research grade, the price per gram may reach hundreds or even thousands of yuan. And the price per ton of industrial grade may range from tens of thousands to hundreds of thousands of yuan depending on the specific purity and dosage.
It needs to be explained that this is only a rough guess. The actual price should be subject to real-time market quotations and specific trading conditions. Because the market price of chemical products often changes from time to time due to factors such as fluctuations in raw material prices, improvement of production processes, changes in policies and regulations.
What are the requirements for the storage conditions of 7- (4,4,5,5-tetramethyl-1,3,2-dioxyboron heterocyclopentane-2-yl) quinoline?
7 - (4,4,5,5 - tetramethyl - 1,3,2 - dioxaboronheterocyclopentane - 2 - yl) phenyl fluorescence storage conditions are critical. This compound needs to be stored in a dry and cool place to avoid moisture attack, because moisture can easily cause the material to deteriorate and interfere with its chemical properties and fluorescence properties.
In terms of temperature, it should be maintained in a suitable range. It is usually recommended to keep it refrigerated, and the temperature should be roughly controlled between 2-8 degrees Celsius. Excessive temperature may accelerate the movement of molecules, accelerate chemical reactions, and cause material decomposition or structural changes; too low temperature may cause the material to freeze, which also has an adverse effect on its stability.
At the same time, the substance is quite sensitive to light and must be stored in a dark environment. Light may excite molecules, causing them to undergo photochemical reactions, changing molecular structures, thereby reducing fluorescence efficiency or even losing fluorescence properties. Therefore, the best way is to store it in a brown bottle or opaque container to further ensure its stability.
During storage, it also needs to be stored separately from oxidizing and reducing substances, as well as strong acids and bases. Because of its chemical structure, the boron heterocyclopentane part may react chemically with the above substances, resulting in the failure of the substance. In conclusion, strict adherence to these storage requirements can ensure that 7- (4,4,5,5-tetramethyl-1,3,2-dioxaboronheterocyclopentane-2-yl) phenyl fluorescence maintains its original properties and functions over a longer period of time.