2-thiophenecarboxylic acid, 5-bromo-, methyl ester

Methyl 5-bromo-2-thiophenecarboxylate is an organic compound. Looking at its structure, the thiophene ring is connected to the carboxyl methyl ester, and the bromine atom is at the 5th position of the thiophene ring. In terms of physical properties, it is mostly solid at room temperature and has a certain melting point. However, due to the absence of common functional groups causing significant color, it is often colorless or white. Its solubility is quite special, slightly soluble in water, because it contains polar group carboxyl methyl ester, but the thiophene ring and bromine atom reduce its affinity with water; but it is soluble in common organic solvents, such as dichloromethane, chloroform, ethanol, ether, etc., because it can form van der Waals forces with these solvent molecules.
The chemical activity of this compound is derived from the various activity checking points in its structure. The thiophene ring is aromatic and can participate in electrophilic substitution reactions, and the bromine atom at position 5 can be replaced by nucleophiles. If it reacts with sodium alcohol, the bromine atom can be replaced by alkoxy groups. The carboxyl methyl ester part is also active and can undergo hydrolysis reaction. Under acidic or basic conditions, 5-bromo-2-thiophene carboxylic acid and corresponding salts are generated, respectively. It can also participate in transesterification reactions, and form new esters with different alcohols under the action of catalysts. In addition, bromine atoms can undergo metallization reactions, react with metals such as magnesium and lithium to form organometallic reagents, and then react with other electrophilic reagents to form carbon-carbon bonds, etc., which are widely used in the field of organic synthesis.

The synthesis method of methyl 5-bromo-2-thiophenecarboxylate usually has the following numbers.
First, with 2-thiophenecarboxylic acid as the starting material, bromide is first reacted, and bromine atoms are introduced at its 5-position. Commonly used brominating reagents such as liquid bromine, N-bromosuccinimide (NBS), etc. Taking NBS as an example, in a suitable solvent, such as carbon tetrachloride, under the action of an initiator such as benzoyl peroxide, heating or light initiates the reaction to obtain 5-bromo-2-thiophenecarboxylic acid. Subsequently, this product was esterified with methanol, and strong acids such as concentrated sulfuric acid were used as catalysts. Under the condition of heating and refluxing, the carboxyl group dehydrated and condensed with the hydroxyl group of methanol through the nucleophilic substitution process to generate methyl 5-bromo-2-thiophenecarboxylate.
Second, 5-bromo-2-thiophenecarboxylic acid can also be used as the starting material. First, a mild oxidizing agent, such as silver ammonia solution, new copper hydroxide suspension, etc., can oxidize the aldehyde group to carboxyl group to obtain 5-bromo-2-thiophenecarboxylic acid. Then, according to the above esterification method, it reacts with methanol under the action of a catalyst to obtain the target product methyl 5-bromo-2-thiophenecarboxylate.
Third, starting from thiophene, the formylation reaction is first carried out, the formyl group is introduced at the 2-position, and then the bromide is introduced at the 5-position. After that, the formyl group is oxidized to a carboxyl group, and finally the esterification is obtained. Methyl 5-bromo-2-thiophenecarboxylate. Common reagents for formylation such as phosphorus oxychloride are combined with N, N-dimethylformamide (DMF). Bromination, oxidation and esterification steps can refer to the corresponding methods described above.

Methyl 5-bromo-2-thiophenecarboxylate, this compound is used in medicine, materials, agriculture and other fields.
In the field of medicine, it is often a key intermediate in drug synthesis. The structure of Gainthiophene is closely related to biological activity, and bromine atoms and ester groups can also participate in various chemical reactions to help build complex active molecules. For example, it can be converted into drugs with antibacterial and anti-inflammatory properties by specific reactions, which can be used for the treatment of specific diseases.
In the field of materials, due to its unique chemical structure, it may be used to synthesize organic materials with special properties. For example, through rational design and reaction, materials with unique photoelectric properties can be prepared, which can be used in organic Light Emitting Diode (OLED), solar cells and other fields, and contribute greatly to improving material properties and efficiency.
In the agricultural field, it can be used as an intermediate for synthesizing pesticides. Bromine atoms give compounds a certain biological activity, or can play a role in specific pests and pathogens, develop high-efficiency and low-toxicity pesticide products, protect crop growth, and improve agricultural yield and quality.
In summary, methyl 5-bromo-2-thiophenecarboxylate has shown important application value in many important fields, and provides assistance for the development of various fields by virtue of its structural characteristics.

Methyl 5-bromo-2-thiophenecarboxylate, this is an organic chemical. The price in the market often varies depending on purity, supply and demand.
In the past, if you look at the example of "Tiangong Kaiwu", it is recorded that all the process materials are related to the origin, quality and price. The same is true for methyl 5-bromo-2-thiophenecarboxylate. For high purity, the price is high. If its purity is above 99%, the price per gram may be tens of yuan. Because of high purity, it requires exquisite technology and complicated processes, and the cost is high.
In addition, supply and demand also affect its price. If there is a sudden increase in demand, such as a sudden increase in demand from pharmacies for specific drug synthesis, and the supply is difficult to respond quickly, the price will rise. On the contrary, if the supply exceeds the demand, the price will decline.
And the origin is different, the price is also different. Overseas importers may have higher prices than local producers due to transportation, tariffs, etc. If the local production technology is excellent, the scale is large, the cost is controllable, and the price is close to the people.
In addition, market competition is also a major reason. If multiple factories produce this, it is to compete for market share or to reduce prices. The market price of methyl 5-bromo-2-thiophenecarboxylate is due to the interweaving of many factors, and it is difficult to determine the exact price.

Methyl 5-bromo-2-thiophenecarboxylate, this substance is related to safety and toxicity, and needs to be investigated in detail.
In terms of its safety properties, methyl 5-bromo-2-thiophenecarboxylate is generally stable at room temperature and pressure. However, when it encounters an open flame or topic, it is dangerous and easy to burn. And when burning, it will release harmful fumes such as hydrogen bromide and sulfur oxides. If stored, it should be placed in a cool and well-ventilated place, away from fire and heat sources. Be sure to store it separately from oxidants, acids, bases, etc., and must not be mixed to prevent dangerous chemical reactions.
When it comes to toxicity, although there is no detailed and exact comprehensive data at present, the toxicity cannot be ignored with reference to compounds with similar structures. If accidentally exposed to the skin, or cause skin irritation, cause skin redness, swelling, itching and other diseases. If in contact with the eyes, it will cause strong irritation to the eyes and damage the eye tissue. If inhaled or irritated the respiratory tract, it will cause cough, breathing difficulties, etc. If ingested into the body by mistake, or damage the digestive system, nausea, vomiting, abdominal pain and other symptoms will occur.
Therefore, when operating methyl 5-bromo-2-thiophenecarboxylate, the operator must take comprehensive protective measures. For example, wear appropriate protective glasses to prevent eye invasion; wear protective clothing to avoid skin contact; wear a gas mask to prevent inhalation of harmful gases. In the event of accidental contact during operation, appropriate first aid measures should be taken immediately. Those who come into contact with the skin should be rinsed with a large amount of flowing water as soon as possible; those who come into contact with the eyes should be rinsed with flowing water or normal saline quickly and seek medical attention in time; those who inhale should quickly move to a fresh place in the air. If breathing difficulties occur, they need to be given oxygen and seek medical attention. Those who eat by mistake should immediately rinse their mouths, drink enough warm water, induce vomiting, and then seek medical treatment. In this way, the safety of personnel can be maximized and the latent risk can be reduced.