2-Bromo-4-Chloro-1-Iodobenzene

Linshang Chemical

Specifications

HS Code

646225

Chemical Formula C6H3BrClI
Molecular Weight 329.35
Appearance Solid (usually)
Melting Point Data needed
Boiling Point Data needed
Density Data needed
Solubility In Water Insoluble (expected)
Solubility In Organic Solvents Soluble in common organic solvents like dichloromethane
Flash Point Data needed
Hazard Class Irritant (expected, due to halogenated nature)

As an accredited 2-Bromo-4-Chloro-1-Iodobenzene factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

Packing & Storage
Packing 100g of 2 - bromo - 4 - chloro - 1 - iodobenzene in a sealed, chemical - resistant bottle.
Storage 2 - bromo - 4 - chloro - 1 - iodobenzene should be stored in a cool, dry, well - ventilated area away from sources of heat, ignition, and strong oxidizing agents. Keep it in a tightly sealed container to prevent leakage and exposure to air and moisture, which could potentially cause degradation. Store it in a dedicated chemical storage cabinet, segregated from incompatible substances to ensure safety.
Shipping 2 - bromo - 4 - chloro - 1 - iodobenzene, being a chemical, should be shipped in accordance with hazardous material regulations. It must be properly packaged in sealed, sturdy containers to prevent leakage during transit.
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2-Bromo-4-Chloro-1-Iodobenzene 2-Bromo-4-Chloro-1-Iodobenzene
General Information
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Frequently Asked Questions

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What is the chemical structure of 2-bromo-4-chloro-1-iodobenzene?
2-Bromo-4-chloro-1-iodobenzene, one of the organic compounds. Its molecular structure is based on the benzene ring. The benzene ring is a planar hexagonal ring structure composed of six carbon atoms connected to each other by covalent bonds. The bonds between the carbon atoms are of equal length and have a unique conjugate system.
In the structure of 2-bromo-4-chloro-1-iodobenzene, the carbon atom at position 2 of the benzene ring is connected to a bromine atom (Br), which is connected to the carbon atom of the benzene ring by a single bond. The carbon atom at position 4 is connected to a chlorine atom (Cl), which is also bonded by a single bond. The carbon atom at position 1 is connected to an iodine atom (I), which is also connected by a single bond.
The origin of the naming of this compound is based on the naming rules of organic compounds. With benzene as the parent body, halogen atoms such as bromine, chlorine, and iodine are regarded as substituents. First determine the position of the substituent, indicate the carbon atom number attached to the benzene ring with numbers, and then list the substituent names in alphabetical order to get the name 2-bromo-4-chloro-1-iodobenzene. In its structure, the spatial arrangement and interaction of each atom endow this compound with specific physical and chemical properties, which are of great significance in many fields such as organic synthesis and medicinal chemistry.
What are the physical properties of 2-bromo-4-chloro-1-iodobenzene?
2-Bromo-4-chloro-1-iodobenzene is an organohalogenated aromatic hydrocarbon. This compound has specific physical properties, so let me tell you one by one.
Looking at its properties, under room temperature and pressure, 2-bromo-4-chloro-1-iodobenzene is mostly in a liquid state. Due to the existence of halogen atoms in the molecule, the intermolecular forces are more complex, but it generally presents a liquid state.
As for the boiling point, the boiling point is quite high because the bromine, chlorine, and iodine atoms in the molecule are relatively heavy relative to the atoms and have a certain polarity. This is due to the large force between molecules. To make the molecules break free from each other and become gaseous, more energy is required, so the boiling point rises. However, the exact boiling point value needs to be accurately determined according to experiments, and it is roughly or in a higher temperature range.
In terms of melting point, also due to the influence of halogen atoms, the molecular arrangement is relatively regular, and the lattice energy is relatively large, so the melting point also has a certain value. In the solid structure of this compound, the molecules are arranged in a specific way to form a relatively stable lattice, resulting in a non-extremely low melting point.
In terms of solubility, 2-bromo-4-chloro-1-iodobenzene is insoluble in water. This is because water is a polar solvent, and although the compound contains halogen atoms with a certain polarity, the existence of benzene rings makes its overall polarity limited. According to the principle of "similar miscibility", it is difficult to dissolve in water with strong polarity. However, in organic solvents, such as ether, dichloromethane, etc., its solubility is acceptable. Because the polarity of the organic solvent is similar to that of the compound, the intermolecular force is appropriate, so it is mutually soluble.
The density is larger than that of water. Due to the large relative atomic weight of the halogen atom, the molecular weight increases. Under the same volume, the mass is larger, so the density is greater than that of water.
2-bromo-4-chloro-1-iodobenzene is a liquid state due to the properties of halogen atoms, with a high boiling point and a certain melting point. It is insoluble in water but soluble in some organic solvents and has physical properties such as density greater than water.
What are the main uses of 2-bromo-4-chloro-1-iodobenzene?
2-Bromo-4-chloro-1-iodobenzene is an organic compound whose main uses are in the field of organic synthesis. In organic synthesis, it is often used as a key intermediate.
This compound can initiate a variety of chemical reactions due to its halogen atoms. For example, in nucleophilic substitution reactions, halogen atoms can be replaced by other nucleophilic groups, thereby forming new carbon-heteroatom bonds, laying the foundation for the creation of complex organic molecules. For example, by reacting with nucleophiles containing nitrogen, oxygen, sulfur, etc., a series of compounds with different functions and properties can be derived.
In addition, in metal-catalyzed coupling reactions, 2-bromo-4-chloro-1-iodobenzene also plays an important role. For example, Suzuki coupling reaction with aryl boric acid catalyzed by palladium can generate biphenyl compounds, which are widely used in pharmaceutical chemistry, materials science and other fields. In drug development, biphenyl structures are often found in active molecules, which are effective in enhancing drug activity and improving pharmacokinetic properties. In the field of materials, biphenyl compounds can be used as organic optoelectronic materials, exhibiting unique optical and electrical properties.
Furthermore, due to the different activities of bromine, chlorine and iodine atoms in the molecule, specific halogen atoms can be selectively promoted to participate in the reaction according to the regulation of reaction conditions, so as to achieve the purpose of precise synthesis. This property makes it highly valuable in the synthesis of complex organic compounds with specific structures and functions, enabling chemists to create various novel organic materials and bioactive molecules on demand.
What are 2-bromo-4-chloro-1-iodobenzene synthesis methods?
The method of preparing 2-bromo-4-chloro-1-iodobenzene depends on the technique of organic synthesis. One method is to start with benzene and perform a halogenation reaction first. To obtain this halogenated benzene, the benzene can be brominated with the bromine in the presence of a suitable catalyst, such as iron or iron tribromide, to obtain bromobenzene.
Next, the bromobenzene is introduced into the chlorine atom under the action of light or catalyst with a suitable chlorine reagent, such as chlorine gas or N-chlorosuccinimide (NCS), to obtain 4-chlorobromobenzene. This step requires fine regulation of the reaction conditions, because the substitution position of the chlorine atom is affected by the localization effect of the existing bromine atom on the benzene ring.
Finally, 4-chlorobromobenzene is iodized. Potassium iodide (KI) is often reacted with appropriate oxidants, such as hydrogen peroxide or potassium persulfate, in suitable solvents. The oxidant can oxidize iodine ions into active iodine species, and then replace the hydrogen atom on the benzene ring to obtain 2-bromo-4-chloro-1-iodobenzene.
There is another method, which can start from other halogenated aromatics and undergo a series of functional group conversion reactions with halogen atoms. This purpose can also be achieved. But no matter what method, it is necessary to pay attention to the control of the reaction conditions, such as temperature, solvent, catalyst type and dosage, etc., to ensure the selectivity and yield of the reaction. And after each step of the reaction, it needs to be separated and purified, such as distillation, recrystallization, column chromatography, etc., to obtain the pure target product 2-bromo-4-chloro-1-iodobenzene.
What are the common types of reactions in 2-bromo-4-chloro-1-iodobenzene?
2-Bromo-4-chloro-1-iodobenzene is used in chemical reactions, and there are many common types of reactions.
One is a nucleophilic substitution reaction. Because the halogen atom on the benzene ring is affected by the electron cloud of the benzene ring, it has a certain activity. Nucleophilic reagents such as alkoxides and amines can attack the carbon atom attached to the halogen atom, and the halogen atom leaves in the form of negative ions. For example, alkoxides attack the bromine atom, and the bromine ion leaves to form ether compounds. This reaction is often used in organic synthesis as a means of building carbon-heteroatomic bonds.
The second is a metal-catalyzed 2-Bromo-4-chloro-1-iodobenzene can be coupled with other organic halides, olefins, alkynes, etc. under the action of metal catalysts such as palladium and nickel. Like with another halogenated aromatic hydrocarbon under palladium catalysis, it can realize carbon-carbon bond coupling and grow carbon chains, which is very important in the synthesis of complex aromatic structures.
The third is the reduction reaction. With the help of suitable reducing agents, halogen atoms can be reduced to hydrogen atoms. For example, the system of metal zinc and acid can gradually reduce halogen atoms to generate corresponding benzene derivatives. This reaction can be used to adjust the molecular structure and change its substituent situation.
The fourth is the electrophilic substitution reaction. Although there are halogen atom substituents on the benzene ring, which will reduce the electron cloud density of the benzene ring and slightly reduce the electrophilic substitution activity, it can still occur under specific conditions and the action of strong electrophilic reagents. For example, under the catalysis of Lewis acid with acylating reagents, Fu-Ke acylation can occur, and acyl groups can be introduced into the benzene ring.
The above reaction types are of key significance in the fields of organic synthesis, medicinal chemistry, etc., and can assist chemists in preparing organic compounds with diverse structures.