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What is the chemistry of 5-Isoquinolineboronic acid?
5-Isoquinoline boronic acid is a valuable reagent in organic synthesis. In terms of physical properties, it is mostly white to light yellow solid under normal conditions, with a certain melting point. Because its molecule contains boron atoms, the outer electronic structure of boron atoms is special, resulting in its unique chemical properties.
In terms of reactivity, 5-isoquinoline boronic acid can participate in many important organic reactions. The most typical example is the Suzuki-Miyaura reaction. In this reaction, 5-isoquinoline boronic acid and halogenated aromatics or alkenes can realize the construction of carbon-carbon bonds under the action of palladium catalysts and bases. The reaction conditions are mild, the selectivity is quite good, and it is widely used in drug synthesis, material science and other fields. For example, when creating new drug molecules, with the help of this reaction, fragments containing isoquinoline structure can be precisely spliced with other aryl fragments to build complex drug skeletons.
Furthermore, the borohydroxyl group of 5-isoquinoline boronic acid can undergo many conversion reactions. It can react with alcohols to form borate esters, which have good stability and are often used as intermediates in organic synthesis. In addition, under specific conditions, 5-isoquinoline boronic acid can also participate in nucleophilic substitution reactions, and its boron atoms can be attacked by other nucleophiles, thereby realizing the modification and expansion of molecular structures. The chemical properties of this compound offer many possibilities for organic synthesis chemists to assist in the synthesis of various organic compounds with specific structures and functions.
What are the main uses of 5-Isoquinolineboronic acid?
5-Isoquinoline boronic acid has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. It can participate in a variety of coupling reactions due to the unique chemical properties of carbon-boron bonds.
Taking Suzuki coupling reaction as an example, 5-isoquinoline boronic acid can form carbon-carbon bonds with halogenated aromatics or olefins under the action of suitable catalysts and bases. This reaction is of great significance in pharmaceutical chemistry. The synthesis of many bioactive compounds and drug molecules depends on this reaction path. With the help of 5-isoquinoline boronic acid, isoquinoline structural units can be precisely introduced, laying the foundation for the creation of new drugs.
In the field of materials science, 5-isoquinoline boronic acid also has outstanding performance. Due to its structural properties, it can be used to prepare materials with special photoelectric properties. For example, in the synthesis of organic Light Emitting Diode (OLED) materials, by rational molecular design and modification, key performance parameters such as luminous wavelength, efficiency and stability can be regulated, thereby promoting the development of OLED technology to higher performance.
In addition, in the design and synthesis of functional materials, 5-isoquinoline boronic acid can be used as a building block to create new materials with unique physical and chemical properties through clever connection with other organic or inorganic groups, meeting the needs of different fields such as sensors and catalyst carriers. In short, 5-isoquinoline boronic acid plays an indispensable role in many scientific and technological fields due to its unique chemical structure and reactivity.
What is the synthesis method of 5-Isoquinolineboronic acid?
To prepare 5-isoquinoline boronic acid, you can follow the following method. First take isoquinoline as the starting material, and let it react with n-butyl lithium in a low temperature and inert atmosphere. N-butyl lithium is strongly alkaline and nucleophilic, and can take away hydrogen atoms at specific positions of isoquinoline to generate carbon negative ion intermediates. This step requires an extremely cold environment, such as placing the reaction system in a dry ice-acetone bath or a liquid nitrogen-ethanol bath, so that the temperature is stable at about -78 ° C to ensure that the reaction proceeds in the desired direction and avoid unnecessary side reactions.
After the carbon negative ion intermediate is formed, quickly add borate ester. Borate esters can undergo nucleophilic substitution reaction with carbon negative ion intermediates, and boron atoms are connected to the isoquinoline system to form boron-containing intermediates. Commonly used borate esters such as trimethoxyborate or pinacol borate have suitable reactivity with carbon negative ion intermediates, and the post-processing is relatively convenient.
After the reaction is completed, hydrolysis is carried out in an appropriate acidic solution. The acidic environment can promote the hydrolysis of ester groups in boron-containing intermediates into boric acid groups, resulting in 5-isoquinoline boric acid. During the hydrolysis process, attention should be paid to controlling the concentration and reaction time of the acid to prevent excessive hydrolysis or other side reactions. Generally, dilute hydrochloric acid or dilute sulfuric acid can be selected for hydrolysis at room temperature or under moderate heating conditions. After the hydrolysis is completed, the product is often extracted by organic solvent, and then purified by column chromatography or recrystallization to obtain pure 5-isoquinoline boronic acid.
What to pay attention to when storing 5-Isoquinolineboronic acid
5-Isoquinoline boric acid, when storing, you need to pay attention to many matters. This is a chemical substance with unique properties. If it is slightly careless, it may cause adverse consequences.
The first thing to pay attention to is the temperature and humidity of the environment. It should be stored in a cool place. If the temperature is too high, it may cause its chemical changes and cause damage to the quality. Humidity also needs to be controlled. If it is too wet, it may be damp, which will affect the purity and performance.
In addition, it should be avoided from contact with incompatible substances. Because of its specific chemical activity, it may be dangerous to encounter certain substances or react violently. Such as strong oxidizing agents, strong acids and alkalis, etc., should be kept away.
and should be properly packaged. Select appropriate packaging materials to ensure a good seal to prevent air and water vapor from invading, and to avoid its volatilization or leakage.
Also, the storage place should be well ventilated. If the gas accumulates, or the concentration is too high, it will encounter incentives such as open flames, or potential safety hazards.
In addition, its storage period should be clearly known. Check regularly, if it expires, or its properties have changed, it cannot be reused.
In short, when storing 5-isoquinoline boronic acid, care must be taken, pay attention to temperature and humidity, avoid contact with incompatible materials, properly pack, maintain ventilation and pay attention to storage period, in order to ensure its quality and safety.
What is the market price of 5-Isoquinolineboronic acid?
I look at what you are inquiring about, but it is the market price of 5-isoquinoline boronic acid. However, the price of these substances often changes due to many reasons, and it is difficult to generalize.
Guanfu's "Tiangong Kaiwu", although it is a wonderful book to remember the skills of hundreds of workers, it does not involve the price of this substance. Because there was no such chemical substance at that time.
In today's world, the price of 5-isoquinoline boronic acid is related to purity. If the purity is high, it is almost flawless, and the price is high; if the purity is slightly lower, it contains some impurities, and the price is slightly reduced. Second, the yield also has an impact. If the output of this product is abundant in the city, the supply exceeds the demand, and the price may decline; if the output is scarce and the supply exceeds the demand, the price should rise. Third, the amount required by the buyer is also a factor. If the purchase volume is huge, the merchant may give a discount to promote the sale, and the price is also different.
Furthermore, the market conditions are changing rapidly, and the geographical differences are also different. Prosperous cities, prosperous commerce, or due to the convenience of transportation, abundant demand, the price may be different from remote places. And different merchants have different cost accounting and business strategies, and the prices they bid are difficult to match. < Br >
If you want to know the exact market price, you should carefully investigate the chemical product trading market, consult merchants, or refer to the data of professional chemical information platforms to obtain a more accurate price.