2 Bromo 6 Iodopyridine
Iodobenzene

2 Bromo 6 Iodopyridine

Fengxi Chemical

Specifications

HS Code

129316

Chemical Formula C5H3BrIN
Molar Mass 284.89 g/mol
Appearance Solid (predicted from similar compounds)
Solubility In Water Low (aromatic halides are generally hydrophobic)
Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane, chloroform (typical for aromatic halides)
Density Unknown (no common data found, but density is usually greater than water for halogen - containing aromatics)
Reactivity Reactive towards nucleophiles due to the presence of bromine and iodine (halogens can be substituted)
Chemical Formula C5H3BrIN
Molecular Weight 298.89
Appearance Solid (usually)
Physical State At Room Temp Solid
Melting Point Data depends on purity, typically in a certain range
Boiling Point Data depends on conditions
Solubility In Water Low
Solubility In Organic Solvents Soluble in some common organic solvents like dichloromethane
Density Data depends on measurement conditions
Flash Point Data needed for accurate value
Hazard Class May be harmful if swallowed, inhaled or in contact with skin, potentially an irritant
Packing & Storage
Packing 100g of 2 - bromo - 6 - iodopyridine in a sealed, labeled chemical - resistant bottle.
Storage 2 - bromo - 6 - iodopyridine should be stored in a cool, dry, well - ventilated area, away from heat sources and open flames. Keep it in a tightly - sealed container to prevent exposure to air and moisture, which could potentially lead to degradation. Store it separately from oxidizing agents and incompatible substances to avoid chemical reactions.
Shipping 2 - bromo - 6 - iodopyridine, a chemical, is shipped in well - sealed containers, compliant with hazardous material regulations. Shipment ensures protection from physical damage and environmental factors during transit.
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2-bromo-6-iodopyridine 2-bromo-6-iodopyridine 2-bromo-6-iodopyridine
General Information
Frequently Asked Questions
What are the chemical properties of 2-bromo-6-iodopyridine?
2-Bromo-6-iodopyridine is an organic compound with unique chemical properties and is widely used in the field of organic synthesis. Its chemical properties are as follows:
1. ** Halogenated reactivity **: The molecule contains two halogen atoms of bromine (Br) and iodine (I), and the typical reactivity of halogenated aromatics is significant. Due to the electron-absorbing induction effect of halogen atoms, the electron cloud density of the pyridine ring decreases, and the electrophilic substitution activity weakens. However, the electron cloud density of the halogen atom is relatively high, and nucleophilic substitution reactions are prone to occur. For example, under suitable conditions, its bromine or iodine atoms can be replaced by nucleophiles, such as reacting with sodium alcohol to form corresponding ether compounds; reacting with amines, nitrogen-containing derivatives can be formed, which provides the possibility to construct a variety of organic molecular structures.
2. ** Metal catalytic coupling reaction **: 2-bromo-6-iodopyridine can participate in a variety of metal catalytic coupling reactions, such as palladium-catalyzed Suzuki coupling reaction, Stille coupling reaction, etc. In Suzuki coupling reaction, under the action of palladium catalyst and base, with aryl boric acid, new carbon-carbon bonds can be formed to form biaryl compounds. Such reactions are widely used in the field of drug synthesis and materials science, helping to build a complex organic molecular skeleton and expanding its use in the creation of new drugs and the synthesis of functional materials.
3. ** Pyridine ring alkalinity **: The pyridine ring has a certain alkalinity, and the lone pair of electrons on the nitrogen atom can bind protons. Although its alkalinity is weaker than that of aliphatic amines, it can react with acids to form pyridine salts under acidic conditions. This property affects the solubility and reactivity of compounds. For example, in some organic reactions, after the formation of pyridine salts, the hydrophilicity of the compounds changes, which in turn affects the reaction rate and selectivity.
4. ** Redox properties **: Bromine and iodine atoms in the molecule can participate in the redox reaction under specific conditions For example, under the action of a strong reducing agent, halogen atoms can be reduced and removed to form pyridine derivatives; or under the action of an oxidizing agent, the pyridine ring may undergo an oxidation reaction to form an oxygenated compound, depending on the reaction conditions and the reagents used, providing a variety of ways for the conversion of compounds.
What are the common synthetic methods of 2-bromo-6-iodopyridine?
2-Bromo-6-iodopyridine is an important organic synthesis intermediate, and its common synthesis methods are as follows.
First, pyridine is used as the starting material. First, pyridine is brominated. Due to the electron-absorbing effect of pyridine nitrogen atoms, the electron cloud density of the pyridine ring is reduced, and the electrophilic substitution reaction activity is lower than that of benzene, and it mainly occurs at the β position (3 and 5 positions). However, by selecting suitable bromination reagents and reaction conditions, 2-position bromination can be achieved. Commonly used brominating reagents such as bromine (Br 2), under the action of appropriate catalysts such as Lewis acid (such as FeBr), heating the reaction can prompt bromine atoms to replace pyridine 2-position hydrogen atoms to generate 2-bromopyridine. Subsequently, 2-bromopyridine is iodized, and iodine atoms can replace 2-bromopyridine 6-position hydrogen atoms in the presence of specific oxidants (such as hydrogen peroxide, etc.) and suitable reaction solvents (such as acetic acid, etc.) to generate 2-bromo-6-iodopyridine.
Second, 2-aminopyridine is used as the starting material. First, 2-aminopyridine is diazotized, and sodium nitrite (NaNO 2) is reacted with hydrochloric acid (HCl) at low temperature to convert the amino group into a diazonium salt. Then, using the Sandmeyer reaction, adding cuprous bromide (CuBr), the diazonium group is replaced by a bromine atom to obtain 2-bromopyridine. After that, according to the above-mentioned iodization method of 2-bromopyridine, iodine atoms are introduced to synthesize the target product 2-bromo-6-iodopyridine.
Third, 2-bromopyridine is used as the raw material. The methyl group of 2-bromo-6-methylpyridine is oxidized first, and the common oxidants such as potassium permanganate (KMnO) are used to convert the methyl group into carboxyl group to obtain 2-bromo-6-pyridinecarboxylic acid. Then decarboxylation and iodization are carried out. Under the appropriate reaction conditions, the carboxyl group is removed and iodine atoms are introduced at the same time to obtain 2-bromo-6-iodopyridine.
The synthesis process needs to be based on the actual situation, and the starting materials, reaction reagents and reaction conditions should be reasonably selected to improve the yield and purity of the target product.
In what areas is 2-bromo-6-iodopyridine applied?
2-Bromo-6-iodopyridine is used in the fields of medicinal chemistry, materials science and organic synthesis.
In the field of medicinal chemistry, this compound is often the key building block for the creation of new drugs. Due to the unique structure of pyridine rings and halogen atoms, it gives it a variety of reactive activities and can be combined with specific targets in organisms. Taking the development of antibacterial drugs as an example, chemists can use their structures to carefully design and synthesize compounds with high antibacterial activity, which act on specific metabolic pathways or cell structures of bacteria, and then achieve the purpose of antibacterial. In the development of anti-cancer drugs, 2-bromo-6-iodopyridine can be used as the core structure of the lead compound. After modification and optimization, it can enhance its affinity with cancer cell targets, improve anti-cancer efficacy, and reduce damage to normal cells.
In the field of materials science, 2-bromo-6-iodopyridine also has important functions. In the preparation of organic optoelectronic materials, it can participate in the construction of conjugated systems with specific optoelectronic properties. Due to the introduction of bromine and iodine atoms, the electron cloud distribution and energy level structure of the material can be regulated, thereby improving the luminescence and conductivity of the material. For example, in the research and development of organic Light Emitting Diode (OLED) materials, using their structural characteristics, the synthesized materials can achieve high-efficiency luminescence, improve the luminous efficiency and color purity of OLED devices, and help the development of display technology.
In the field of organic synthesis, 2-bromo-6-iodopyridine is an extremely important intermediate. The activity of halogen atoms allows them to participate in a variety of classical organic reactions, such as Suzuki coupling reaction, Heck reaction, etc. Through these reactions, different functional groups or structural fragments can be introduced to construct complex organic molecular structures. Chemists can use this to synthesize organic compounds with novel structures and unique functions, expanding the development path of organic synthetic chemistry, and playing a key role in the total synthesis of natural products and the creation of new organic functional molecules.
What are the physical properties of 2-bromo-6-iodopyridine?
2-Bromo-6-iodopyridine is an organic compound with specific physical properties. It is usually solid at room temperature. Due to the presence of bromine and iodine atoms, the intermolecular force is enhanced, and the melting point is relatively high. Generally speaking, the melting point is about 60-70 ° C. This temperature range makes the substance mostly solid in common experimental environments, making it easy to operate and store.
Its appearance is usually white to light yellow crystalline powder, and the generation of color is related to the absorption and scattering of light by the molecular structure. The substance has good solubility in organic solvents, such as common dichloromethane, chloroform, tetrahydrofuran, etc. In dichloromethane, due to the formation of appropriate forces between molecules and dichloromethane, it can be well dissolved, providing convenience for organic synthesis as a reactant or intermediate to participate in the reaction.
2-bromo-6-iodopyridine has a density greater than that of water, about 2.3 g/cm ³. The characteristics of higher density are of great significance when it involves operations such as liquid-liquid separation. In related reaction systems, it may be in the lower layer, which is conducive to separation and purification.
In addition, the compound has certain stability, but due to the existence of bromine and iodine atoms, it can undergo reactions such as nucleophilic substitution under specific conditions, providing a key starting material for the construction of complex molecular structures in organic synthesis chemistry. In the field of organic synthesis, chemists can use its characteristics to introduce other functional groups to expand the variety and application range of compounds.
What is the market price of 2-bromo-6-iodopyridine?
2-Bromo-6-iodopyridine is an important intermediate in the field of organic synthesis, and its market price often fluctuates due to multiple factors, making it difficult to generalize.
The first to bear the brunt is the price of raw materials for preparation. If the raw materials such as pyridine, bromide, and iodide required for the preparation of this compound are in short supply in the raw material market or the production cost rises, it will definitely be transmitted to the price of 2-bromo-6-iodopyridine. For example, if the price of pyridine rises due to fluctuations in the price of upstream chemical raw materials, the cost of synthesizing 2-bromo-6-iodopyridine from this starting material will also rise, and the market price will increase accordingly.
Furthermore, the complexity of the synthesis process has a significant impact. The preparation of 2-bromo-6-iodopyridine may require multiple steps, and each step may involve specific reaction conditions, catalysts, etc. If the synthesis steps are cumbersome, the reaction equipment and operation technology are strictly required, and the labor and material costs are increased, the product price will be higher. If a more efficient and concise synthesis process is developed, the production cost will be reduced, and the market price may also decrease.
The market supply and demand relationship is also a key factor. In the pharmaceutical, pesticide and other industries, if the demand for products containing 2-bromo-6-iodopyridine structure surges, and the production supply is temporarily difficult to match, forming a shortage of supply, the price is bound to rise. On the contrary, if the market demand is low and the inventory of manufacturers is overstocked, in order to sell, the price may be reduced to stimulate the market.
In addition, factors such as the brand of the manufacturer and the purity of the product will also affect the price. Well-known brands and high-purity products often have higher prices than ordinary products due to high quality assurance and market recognition. Generally speaking, high-purity 2-bromo-6-iodopyridine is widely used in fine chemical synthesis, and the price is relatively expensive.
From this perspective, the market price of 2-bromo-6-iodopyridine is changing dynamically. To know its exact price, it is necessary to pay attention to the raw material market, production process progress, market supply and demand and product quality in real time to grasp its price trend.