Thiophene 3 Boronic Acid
quinoline thiophene imidazole thiazole

Thiophene-3-boronic acid

Taiy Chemical

Specifications

HS Code

367504

Name Thiophene-3-boronic acid
Chemical Formula C4H5BO2S
Molar Mass 127.96 g/mol
Appearance White to off - white solid
Solubility In Water Slightly soluble
Melting Point 125 - 130 °C
Boiling Point Decomposes before boiling
Pka Typical boronic acid pKa around 8 - 9
Stability Air - sensitive, moisture - sensitive
Cas Number 6165-68-0
Functional Groups Boronic acid group, thiophene ring
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General Information
Frequently Asked Questions
What are the chemical properties of Thiophene-3-boronic acid?
Thiophene-3-boronic acid has unique properties and multiple chemical properties. This is a very important reagent in organic synthesis and has unique performance in many reactions.
First of all, it has the general properties of boric acid, which can be dehydrated and condensed with alcohols to form borate esters. This reaction often requires an acid or base as a catalyst, and the conditions are mild or not, depending on the specific reactants. For example, esters can be successfully formed with simple fatty alcohols under mild heating and acid catalysis. This ester is widely used in the field of fragrance and drug synthesis.
Furthermore, thiophene-3-boronic acid can participate in the Suzuki coupling reaction under the catalysis of transition metals. This reaction is extremely critical, and thiophene groups can be connected to many aryl halides to form complex organic molecules with specific structures. For example, when preparing new optoelectronic materials, this reaction can precisely regulate the molecular structure to meet the material's requirements for optical and electrical properties.
In addition, it also has a certain acidity, which can neutralize with bases to form corresponding borates. This property is of great significance in adjusting the pH of the reaction system and preparing specific borate compounds. In some catalytic systems, by controlling the degree of reaction between thiophene-3-boric acid and bases, catalyst activity and selectivity can be effectively adjusted. Due to its unique chemical structure, thiophene-3-boronic acid plays an indispensable role in many fields such as organic synthesis, materials science, and drug development, providing a key foundation for many chemical research and practical applications.
What are the main applications of Thiophene-3-boronic acid?
Thiophene-3-boronic acid is used in many fields. In the field of medicinal chemistry, it is a key intermediate for the synthesis of drugs. Due to the unique reactivity of boric acid groups, they can participate in a variety of organic reactions. By coupling reactions with other compounds, complex drug molecular structures can be constructed, which helps to develop new drugs and contributes to human health.
In the field of materials science, it also has its uses. It can be used to prepare functional materials, such as photoelectric materials. Due to its special chemical structure, it can endow materials with unique photoelectric properties. In the fields of organic Light Emitting Diodes (OLEDs), solar cells, etc., it can optimize material properties and improve device efficiency and stability. < Br >
In the field of organic synthesis, it is even more indispensable. As an important organic synthesis reagent, it is often used to construct carbon-carbon bonds and carbon-heteroatom bonds. Through classic organic reactions such as Suzuki coupling reaction, it reacts with halogenated aromatics and other substrates to efficiently synthesize various organic compounds with specific structures and functions, contributing to the development of organic synthesis chemistry and promoting the creation of new organic materials and fine chemicals.
What is the preparation method of Thiophene-3-boronic acid?
There are several common methods for preparing thiophene-3-boronic acid. First, thiophene-3-halide is used as the starting material, and at low temperature, it is exchanged with organolithium reagents, such as n-butyllithium, to undergo lithium-halogen exchange reaction. This reaction needs to be carried out in an anhydrous and inert gas-protected environment, because organolithium reagents are extremely active and easily react in contact with water or air. After lithium-halogen exchange, the resulting thiophene-3-lithium intermediate is reacted with borate esters, such as trimethyl borate. After the reaction is completed, thiophene-3-boronic acid can be obtained by hydrolysis step and treatment with dilute acid.
Second, the method of transition metal catalysis can also be used. Thiophene-3-halide and double pinacol borate are used as raw materials, and the reaction is heated in an organic solvent in the presence of palladium catalysts, such as tetra (triphenylphosphine) palladium (0), and bases, such as potassium carbonate. This reaction uses the activity of palladium catalysts to promote the coupling reaction of halides and borates to form thiophene-3-boronic acid pinacol ester, which can also be hydrolyzed to obtain the target product thiophene-3-boronic acid.
During the preparation process, attention should be paid to the precise control of reaction conditions, such as temperature, reaction time, reagent ratio, etc., which have a significant impact on the yield and purity of the product. And the reagents used are often toxic or flammable, explosive and other characteristics. Safety procedures must be followed during operation and carried out in a well-ventilated environment to ensure the safety and smoothness of the experiment.
What is the market price of Thiophene-3-boronic acid?
Thiophene-3-boronic acid, the price of this product in the market, often varies due to many factors. Looking at the state of the market in the past, its price fluctuations are closely related to the state of supply and demand, manufacturing costs, and quality levels.
If it comes to the past market, when supply exceeds demand, the price may decline; if supply exceeds demand, the price will often rise. Among the manufacturing costs, the price of raw materials and the complexity of the process are the main reasons. High raw material prices, or complex processes lead to increased energy consumption and working hours, which can push up costs and then increase selling prices.
Furthermore, quality also affects its price. Products with high purity and few impurities are often more expensive than ordinary ones. In the market, the price difference between different suppliers is also apparent due to differences in quality.
If you want to know the exact current market price, you still need to check the recent market information, such as quotations from chemical product trading platforms, industry business reports, etc., in order to obtain accurate figures to meet actual needs.
What are the precautions for Thiophene-3-boronic acid during storage and transportation?
Thiophene-3-boronic acid is a commonly used reagent in organic synthesis. During storage and transportation, many matters need to be paid attention to.
The first storage environment must be kept dry, cool and well ventilated. This reagent is easy to absorb moisture, and moisture invasion can cause its hydrolysis and damage its activity, so it should be stored in a dryer, or with a desiccant such as anhydrous calcium chloride, silica gel, etc., to maintain a dry environment. Temperature also needs to be strictly controlled. Excessive temperature may cause its decomposition. Generally, it should be stored in a refrigerated environment of 2-8 ° C.
Secondary packaging. Be sure to pack tightly to prevent contact with air and water vapor. It is commonly packed in glass or plastic bottles, and the bottle cap must be tightly sealed. If the amount of reagent used is small, it can be packaged in ampoules to reduce the chance of contact with the outside world.
When transporting, relevant regulations and standards must be followed. Because of its certain chemical activity, it is classified as a special chemical. When transporting, use suitable packaging materials, such as foam, sponge, etc. to buffer against collision and damage. And the transportation environment should also be dry, cool, and protected from direct sunlight and high temperature.
In addition, people who operate and come into contact with the reagent should take protective measures, such as wearing gloves, goggles, masks, etc., due to direct contact or inhalation of its dust, or endanger human health. In short, the storage and transportation of thiophene-3-boronic acid should be paid more attention to to ensure its quality and safety.