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What are the chemical properties of 2-bromo-6-cyanopyridine?
2-Bromo-6-cyanopyridine is an organic compound with the characteristics of both halogenated pyridine and nitrile. Its chemical properties are unique and worth studying.
In this compound, the bromine atom has nucleophilic substitution activity. Because the bromine atom is a good leaving group, it is easy to be replaced when encountering nucleophilic reagents. If the nucleophilic reagent is an alcohol salt, it can generate corresponding ethers; if it is an amine, it can generate substituted amines. This nucleophilic substitution reaction has different products depending on the reaction conditions and nucleophilic reagents.
The presence of cyanyl groups imparts many properties to 2-bromo-6-cyanopyridine. The cyanyl group can be hydrolyzed and converted into a carboxylic group under acidic or basic conditions to give 2-bromo-6-pyridinecarboxylic acid. The cyanyl group can also be reduced, and if treated with an appropriate reducing agent, it can be converted into an aminomethyl group, namely 2-bromo-6 - (aminomethyl) pyridine.
The electron cloud distribution of the pyridine ring affects the reactivity of the 2-bromo-6-cyanopyridine. The pyridine ring is electron-deficient, which makes the electrophilic substitution reaction more difficult than the benzene ring. However, under certain conditions, the electrophilic substitution can still occur, and the substitution check point is affected by the localization effect of bromine and cyano groups.
In addition, 2-bromo-6-cyanopyridine can participate in the coupling reaction because it contains polar groups. If combined with suitable organometallic reagents, the construction of carbon-carbon bonds or carbon-heteroatom bonds can be realized under the action of catalysts, which is widely used in the field of organic synthesis.
In summary, 2-bromo-6-cyanopyridine has rich chemical properties, and its interaction with bromine atoms, cyano groups and pyridine rings provides many possibilities for organic synthesis chemistry, and is of great value in new drug development, materials science and other fields.
What are the common synthetic methods of 2-bromo-6-cyanopyridine?
The common synthesis methods of 2-bromo-6-cyanopyridine cover the following kinds.
First, 2-amino-6-bromo-pyridine is used as the starting material. First, it is diazotized with sodium nitrite and acid (such as hydrochloric acid) at low temperature to form diazonium salts. Subsequently, cyanidation reagents such as cuprous cyanide are added, and the diazo group is replaced by cyanyl group, so 2-bromo-6-cyanopyridine is obtained. This method is slightly simpler, but the diazotization reaction requires strict control of the reaction conditions, temperature, reagent ratio, etc. need to be accurately controlled, otherwise it is prone to side reactions.
Second, take 2-bromo-6-methylpyridine as the starting material. Methyl is oxidized to carboxyl first, and strong oxidants such as potassium permanganate can be used for oxidation. After obtaining 2-bromo-6-pyridinecarboxylic acid, it reacts with ammonia to form an amide, and then dehydrates to form a nitrile group, resulting in the target product 2-bromo-6-cyanopyridine. This route involves multiple steps of reaction, each step requires fine operation. The amount of oxidant and reaction time in the oxidation step have a great influence on the purity and yield of the product.
Third, using pyridine as the starting material, the bromination reaction is first carried out, and the bromine atom is introduced at the second position of the pyridine ring to generate 2-bromopyridine. After that, 2-bromopyridine is reacted with the cyanide reagent at the sixth position by metal-organic reagents such as lithium reagents. This method requires the use of metal-organic reagents, which are harsh on the reaction environment, and the anhydrous and anaerobic conditions are indispensable. Moreover, the price of metal-organic reagents is high, and the cost is also a consideration.
In conclusion, the methods for synthesizing 2-bromo-6-cyanopyridine have their own advantages and disadvantages. In practical application, the appropriate synthesis route should be selected according to specific requirements, such as product purity, cost, reaction conditions, etc.
2-bromo-6-cyanopyridine in what areas?
2-Bromo-6-cyanopyridine is an organic compound that has important applications in many fields.
In the field of medicinal chemistry, this compound has a wide range of uses. Due to its unique structure, containing bromine atoms and cyanyl groups, it can be used as a key intermediate for the synthesis of various drug molecules. For example, it can be converted into biologically active molecules through specific chemical reactions, which is helpful for the treatment of specific diseases. Some studies have shown that by modifying its structure, new drugs for some difficult diseases can be developed, which makes great contributions to human health.
In the field of materials science, 2-bromo-6-cyanopyridine also plays an important role. It can participate in the preparation of functional materials, such as optoelectronic materials. Its special structure endows the material with unique optoelectronic properties, which can be used in the manufacture of optoelectronic devices such as organic Light Emitting Diode (OLED), or can improve the luminous efficiency and stability of the device, providing an important raw material for the research and development of new optoelectronic devices.
Furthermore, in the field of organic synthetic chemistry, this compound is a key cornerstone. Due to its activity of bromine atoms and cyanyl groups, it can trigger a variety of organic reactions, such as nucleophilic substitution reactions, coupling reactions, etc. Chemists can use this to construct complex organic molecular structures, expand the types and properties of organic compounds, and inject vitality into the development of organic synthetic chemistry.
In conclusion, 2-bromo-6-cyanopyridine plays an important role in many fields such as medicine, materials, and organic synthesis due to its unique chemical structure, providing strong support for progress and innovation in various fields.
What is the market price of 2-bromo-6-cyanopyridine?
2-Bromo-6-cyanopyridine is an important raw material for organic synthesis. Its market price often fluctuates greatly due to many factors.
Looking at the market situation in the past, the price of this compound is affected by the cost of raw materials, the difficulty of synthesis process, and the state of market supply and demand. If the raw materials are easy and abundant, and the process is mature and simple, the cost will drop, and the price will also be low; on the contrary, if the raw materials are rare and expensive, the process is complicated, the cost will be high, and the price will also rise.
The trend of market supply and demand is also the key. If there are many people in need, and there are few people in supply, the price will rise; if the supply exceeds the demand, the price may fall.
According to past transactions, the price per gram may be between tens of yuan and hundreds of yuan. However, this is only an approximate number, not an exact value. The market is constantly changing, and the price is constantly changing. And the price sold by different merchants varies depending on the quality, packaging, and quantity. To know the exact price, when consulting chemical raw material suppliers and scrutinizing the current market state, the exact value can be obtained.
What are 2-bromo-6-cyanopyridine storage conditions?
2-Bromo-6-cyanopyridine is also a chemical substance. Its storage is essential, related to the stability of the substance, and also involves safety matters.
This substance should be stored in a cool and well-ventilated place. If the cover temperature is too high, it may cause the rate of its chemical reaction to change, and if the ventilation is good, it can avoid the accumulation of harmful gases.
Furthermore, keep away from fires and heat sources. This is because it is flammable, prone to fire or even explosion in case of fire or heat.
It should be stored in separate stores with oxidants and food chemicals. The edge oxidant can promote violent reactions, and it is mixed with edible chemicals. Once it leaks, it may cause serious consequences such as accidental ingestion.
Where it is stored, the container must be sealed. In this way, it can prevent its volatilization, and it can also avoid reacting with components in the air, such as oxygen, water vapor, etc., causing it to deteriorate.
When handling, also need to be cautious. Load lightly and unload lightly to avoid damage to the container and leakage of substances. And the operator should wear appropriate protective equipment, such as protective clothing, gloves, goggles, etc., to prevent contact injuries.
In the warehouse, suitable materials should be prepared to deal with possible leakage. Such as adsorbents, they can quickly absorb liquids when leaking to reduce the harm of their diffusion. < Br >
All of these are essential for the storage of 2-bromo-6-cyanopyridine, and follow them to ensure complete security and material stability.