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What are the chemical properties of 2-bromo-4-methyl-pyridine-3-carbonitrile?
2-Bromo-4-methyl-pyridine-3-formonitrile is one of the organic compounds. It has many unique chemical properties, which are described in detail below.
First of all, its nucleophilic substitution reaction characteristics. The bromine atom in this molecule has high activity and is easily replaced by nucleophilic reagents. Because the bromine atom is highly electronegative, after connecting with the pyridine ring, the electron cloud of the carbon-bromine bond is biased towards the bromine, causing the carbon atom connected to the bromine to be partially positively charged. Nucleophilic reagents such as alkoxides and amines are prone to attack this carbon site, and then nucleophilic substitution reactions occur to generate new compounds.
Second on its alkalinity. The pyridine ring has a certain alkalinity, and the lone pair of electrons on the nitrogen atom can accept protons. However, due to the existence of substituents such as bromine and methyl on the ring, its alkalinity is affected. Methyl as the power supply group can enhance the electron cloud density of the pyridine ring, making it easier for the nitrogen atom to give electrons, which enhances the alkalinity to a certain extent; while the bromine atom is an electron-withdrawing group, which will reduce the electron cloud density of the pyridine ring, weaken the ability of the nitrogen atom to give electrons, and cause the alkalinity to weaken. Ultimately, its alkalinity depends on the combined effect of the two.
Furthermore, its cyanyl properties cannot be ignored. Cyanyl groups have high reactivity and can undergo a variety of reactions. For example, in hydrolysis reactions, under acidic or basic conditions, cyanyl groups can be gradually hydrolyzed to carboxyl groups, first converted to amides, and then further hydrolyzed to form carboxylic acids. This reaction is an important way to synthesize carboxyl-containing pyridine compounds. Reduction reactions can also occur, and cyanyl groups can be reduced to amine groups when treated with suitable reducing agents, providing a method for the preparation of amine-containing pyridine derivatives.
In addition, due to the existence of a conjugate system within the molecule, 2-bromo-4-methyl-pyridine-3-formonitrile also has unique spectral properties. The existence of the conjugate system causes the molecular absorption spectrum to be red-shifted, presenting a specific absorption peak in UV-Vis spectroscopy, which can be used for its qualitative and quantitative analysis.
In summary, 2-bromo-4-methyl-pyridine-3-formonitrile has rich chemical properties due to its functional groups and molecular structure, and has important application value in organic synthesis, medicinal chemistry and other fields.
What are the common synthetic methods of 2-bromo-4-methyl-pyridine-3-carbonitrile?
The common synthesis methods of 2-bromo-4-methyl-pyridine-3-formonitrile cover the following kinds.
First, the compound containing the pyridine ring is used as the starting material. Suitable pyridine derivatives can be found first, and this derivative needs to reserve a group that can be substituted in the corresponding position. For example, 4-methyl-pyridine-3-formonitrile is used as the starting material, because the No. 2 position on the pyridine ring is relatively active, bromine atoms can be introduced by halogenation reaction. In this process, suitable halogenating reagents, such as N-bromosuccinimide (NBS), need to be selected. In the presence of an initiator such as benzoyl peroxide (BPO), in a suitable solvent such as carbon tetrachloride, the reaction is heated. This reaction process is a halogenation reaction initiated by free radicals. NBS generates bromine radicals under BPO initiation, attacks the 2 position of the pyridine ring, and generates 2-bromo-4-methyl-pyridine-3-formonitrile.
Second, a strategy for constructing pyridine rings can also be used to synthesize. For example, starting from some simple nitrogenous and carbon-containing compounds, the pyridine ring is constructed by multi-step reaction and the target substituent is introduced at the same time. Nitrile compounds and enamines containing bromine and methyl can be used first, and the cyclization reaction can be carried out under the catalysis of suitable catalysts such as Lewy acid. This cyclization reaction goes through a complex intermediate formation and conversion process, and finally the pyridine ring structure is constructed, and bromine, methyl and nitrile groups are introduced at specific positions of the pyridine ring at the same time to obtain 2-bromo-4-methyl-pyridine-3-formonitrile.
Furthermore, it can also be achieved by a metal-catalyzed coupling reaction. Compounds containing a pyridine backbone with a suitable leaving group (such as a halogen atom or a borate group) at one end are selected, together with bromine and methyl-containing nucleophiles, under the action of metal catalysts such as palladium, to achieve the formation of carbon-carbon or carbon-heteroatomic bonds. For example, 2-halo-4-methyl-pyridine derivatives and brominated nitrile reagents react in a basic environment in the presence of palladium catalysts and suitable ligands, and through the coupling mechanism of palladium catalysis, the target product 2-bromo-4-methyl-pyridine-3-formonitrile is formed.
In what areas is 2-bromo-4-methyl-pyridine-3-carbonitrile applied?
2-Bromo-4-methyl-pyridine-3-carbonitrile, which is an organic compound. It has applications in many fields, and this is for you.
In the field of medicinal chemistry, such nitrogen-containing heterocyclic nitriles are often key intermediates in the synthesis of new drugs. Due to their special chemical structure, they can be reacted in a variety of ways to build biologically active molecular structures. For example, by reacting with specific reagents, other functional groups can be introduced to develop therapeutic drugs for specific diseases, such as antibacterial and antiviral drugs. Because the structure of nitrogen-containing heterocycles is similar to that of many active substances in living organisms, it has potential application value in drug development.
In the field of materials science, 2-bromo-4-methyl-pyridine-3-carbonitrile can participate in the preparation of materials with special properties. It can be used as a monomer or crosslinking agent for polymerization reactions, which affects the properties of materials. For example, when preparing some polymer materials with photoelectric properties, the introduction of the structural unit of this compound may endow the material with unique electrical and optical properties, such as changing the fluorescence emission characteristics of the material, making it suitable for the manufacture of optoelectronic devices such as organic Light Emitting Diodes (OLEDs).
Furthermore, in the field of organic synthetic chemistry, it is often used as an important reaction substrate. Due to the presence of bromine atoms, cyano groups, and methyl pyridine rings in the molecule, various reactions such as nucleophilic substitution, electrophilic substitution, and metal catalytic coupling can occur. Through these reactions, chemists can synthesize organic compounds with more complex and diverse structures, expand the scope of organic synthesis, and provide key intermediates for the study of new functional materials and total synthesis of natural products.
In short, 2-bromo-4-methyl-pyridine-3-carbonitrile plays an important role in the fields of medicine, materials, and organic synthesis, promoting scientific research and technological development in various fields.
What are the physical properties of 2-bromo-4-methyl-pyridine-3-carbonitrile?
2-Bromo-4-methyl-pyridine-3-formonitrile, this is an organic compound with unique physical properties. It is mostly solid at room temperature, and has a certain melting point and boiling point due to its molecular structure containing polar groups and aromatic rings.
Looking at its melting point, although there is no exact literature to give it, it is inferred that its melting point may be between tens of degrees Celsius and 100 degrees Celsius according to the characteristics of similar compounds containing bromine, cyanyl and methyl pyridine. The bromine atom, methyl group and cyano group in the genome molecule have an influence on the intermolecular force. The bromine atom has a large atomic radius and electronegativity, which can enhance the intermolecular dispersion force; the cyano group can form a dipole-dipole interaction, and the methyl group affects the molecular spatial structure and stacking mode, and the joint action makes the melting point within a certain range.
In terms of boiling point, considering the molecular weight and intermolecular force, its boiling point may be higher. Because the molecule contains aromatic rings and bromine and cyano groups with strong polarity, a strong intermolecular force is formed. To make the substance change from liquid to gaseous state, more energy is required to overcome this force. Therefore, the boiling point may be above 200 ° C, and the specific value needs to be accurately determined by experiments.
In terms of solubility, the compound is slightly soluble in water. Water is a polar solvent, and although this compound contains polar cyanyl and bromine atoms, the aromatic ring and methyl make its overall hydrophobicity stronger. In contrast, its solubility may be better in organic solvents such as dichloromethane, chloroform, tetrahydrofuran, etc. Because these organic solvents and the compound molecules can interact through van der Waals force, dipole-dipole interaction, etc., which is conducive to its dissolution.
In appearance, pure 2-bromo-4-methyl-pyridine-3-formonitrile or white to light yellow solid powder, the color may vary slightly due to impurities or synthesis methods.
In terms of odor, organonitrile compounds may have a special odor, and the compounds may have a pungent or unpleasant odor. However, the exact odor characteristics also need to be determined by actual sniffing, and the operation needs to be carried out under strict protective conditions. Due to the toxicity of organonitriles.
What is the market price of 2-bromo-4-methyl-pyridine-3-carbonitrile?
I look at what you are asking about "2-bromo-4-methyl-pyridine-3-carbonitrile", which is the name of the chemical substance. However, the price in the market often changes due to various reasons, which is difficult to determine.
First, the purity of this substance has a lot to do with it. If the purity is high, such as 98 or even above 99, the price will be high; if the purity is slightly lower, the price will also drop. Those with high purity can be used in high-end fields such as fine chemical synthesis and pharmaceutical research and development, and those who need it are willing to pay a high price; those with low purity, or only for general experimental exploration, are not as good as the price.
Second, the yield is also a major factor. If the production of this substance is abundant and the market supply is sufficient, the price will stabilize or decline; if the production is scarce and the supply is in short supply, the merchant will raise the price to obtain a large profit. And the difficulty of synthesizing this substance also affects the output. If the synthesis process is complicated, expensive reagents are required, or the reaction conditions are harsh, the cost will be high and the price will be high.
Third, the purchase quantity is also related to the price. If the buyer buys a large quantity, the merchant often picks up customers and gives discounts; if only a small amount is purchased, or is used for scientific research attempts, the merchant may sell it at a high retail price.
Fourth, the state of market competition cannot be ignored. If there are many merchants dealing in this substance, in order to compete for customers, they often use price as a weapon to lower the market price; if the market is almost monopolized by a few merchants, they may manipulate the price and make it high.
In summary, the market price of "2-bromo-4-methyl-pyridine-3-carbonitrile" is difficult to determine. It is necessary to consider the above factors in detail before we can get a rough idea.