1-Iodo-2-Bromo-4-Chlorobenzene
Linshang Chemical
HS Code |
546995 |
Chemical Formula | C6H3BrClI |
Molar Mass | 329.35 g/mol |
Appearance | Solid (presumably, based on similar haloarenes) |
Solubility In Water | Insoluble (haloarenes are generally hydrophobic) |
Solubility In Organic Solvents | Soluble in common organic solvents like dichloromethane, chloroform |
Odor | Likely to have a characteristic, pungent odor (similar to other haloaromatics) |
Stability | Stable under normal conditions, but can react under certain chemical reaction conditions |
As an accredited 1-Iodo-2-Bromo-4-Chlorobenzene factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
Packing | 100g of 1 - iodo - 2 - bromo - 4 - chlorobenzene packaged in a sealed, chemical - resistant bottle. |
Storage | 1 - iodo - 2 - bromo - 4 - chlorobenzene should be stored in a cool, dry, well - ventilated area away from heat sources and open flames. It should be kept in a tightly sealed container, preferably made of a material resistant to corrosion. Store it separately from oxidizing agents, reducing agents, and other reactive chemicals to prevent potential reactions. |
Shipping | 1 - iodo - 2 - bromo - 4 - chlorobenzene is shipped in tightly sealed, corrosion - resistant containers. It's handled with care, following strict chemical transport regulations to prevent spills and ensure safety during transit. |
Competitive 1-Iodo-2-Bromo-4-Chlorobenzene prices that fit your budget—flexible terms and customized quotes for every order.
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As a leading 1-Iodo-2-Bromo-4-Chlorobenzene supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.
The benzene ring is a hexagonal ring structure composed of six carbon atoms connected to each other by covalent bonds. Each carbon atom has one valence electron that is not involved in the ring formation. This electron can be combined with other atoms or groups. In this compound, iodine, bromine, and chlorine atoms respectively replace hydrogen atoms at corresponding positions on the benzene ring.
This compound has unique physical and chemical properties due to the existence of halogen atoms. The electronegativity of halogen atoms is relatively large, resulting in the polarity of molecules, which affects their physical properties such as boiling point, melting point, and solubility. In chemical reactions, halogen atoms can participate in many reactions, such as nucleophilic substitution reactions. Halogen atoms can be replaced by other nucleophilic reagents to form new organic compounds.
In this way, the chemical structure of 1-iodo-2-bromo-4-chlorobenzene is constructed by the benzene ring and the halogen atom at a specific position, and its structure lays the foundation for the properties and reactions of the compound.
1. ** Properties **: Most of them are colorless to light yellow liquids or solids with certain volatility at room temperature. Due to the introduction of halogen atoms, the intermolecular force is enhanced, and their volatility is weaker than that of benzene.
2. ** Melting point and boiling point **: Due to the fact that the molecule contains halogen atoms with relatively large atomic masses such as iodine, bromine, and chlorine, the intermolecular force increases, resulting in higher melting points and boiling points than benzene. Specifically, iodine atoms have a large electron cloud and high polarizability, which can enhance the intermolecular dispersion force; bromine and chlorine atoms also contribute to the intermolecular force. Therefore, its boiling point is usually in a higher temperature range, and the exact value varies due to factors such as material purity.
3. ** Density **: greater than water. The relative atomic weight of the halogen atom is large, which increases the mass per unit volume of the compound. In the coexistence system of water and the compound, it will sink to the bottom.
4. ** Solubility **: It is a non-polar or weakly polar molecule. According to the principle of "similar miscibility", it has good solubility in non-polar or weakly polar organic solvents such as benzene, toluene, and ether, but poor solubility in water with strong polarity. Although the halogen atom in its molecule has a certain polarity, the benzene ring structure dominates, weakening the overall polarity and making it difficult to form an effective interaction with water molecules.
5. Refractive index: Due to the structure of the halogen atom electron cloud in the molecule and the influence of the benzene ring conjugate system, it has specific refractive properties for light, and the refractive index is a specific value, which can be used for material identification and purity analysis. Its refractive index is related to the electron distribution and chemical bond properties in the molecular structure.
In the field of organic synthesis, 1-iodine-2-bromo-4-chlorobenzene is often used as a key intermediate. Due to the different activity of halogen atoms on the benzene ring, iodine atoms are highly active, and are easily substituted with other functional groups in many reactions. With this property, chemists can build complex organic molecular structures with this property. For example, in a palladium-catalyzed coupling reaction, the iodine atom of 1-iodine-2-bromo-4-chlorobenzene can be coupled with an organic reagent containing a specific functional group to form a carbon-carbon bond or a carbon-heteroatomic bond, which helps to generate organic compounds with special functions, such as drug molecules and functional materials required for materials science.
In the field of material synthesis, researchers will also use 1-iodine-2-bromo-4-chlorobenzene to synthesize materials with specific photoelectric properties. Due to the fact that halogen atoms can participate in subsequent reactions and affect the electronic structure and physical properties of materials, optoelectronic materials that meet specific needs can be prepared and used in devices such as organic Light Emitting Diodes (OLEDs) and solar cells.
Furthermore, in the field of medicinal chemistry, 1-iodine-2-bromo-4-chlorobenzene can be used as a starting material to introduce other key structural fragments through a series of chemical reactions, and then synthesize new drug molecules. The existence of different halogen atoms provides rich possibilities for molecular design and modification, which helps to improve drug activity, selectivity and pharmacokinetic properties.
In conclusion, 1-iodine-2-bromo-4-chlorobenzene plays an important role in the fields of organic synthesis, materials science and medicinal chemistry due to its unique chemical structure, and is a key starting material for the synthesis of many important organic compounds.
Initially, benzene and chlorine can be chlorinated under the action of a suitable catalyst such as ferric chloride to form chlorobenzene. This reaction needs to be controlled at a specific temperature and reaction time to ensure that the main product of p-chlorobenzene is formed.
Then, p-chlorobenzene and bromine are brominated under suitable reaction conditions, such as iron bromide catalysis and heating environment, and bromine atoms are introduced into the ortho-position of chlorine atoms to obtain 2-bromo-4-chlorobenzene. This step requires careful control of the reaction conditions to avoid excessive side reactions.
Finally, 2-bromo-4-chlorobenzene and iodine are introduced into the iodine atom through an appropriate reaction process in the presence of specific reagents, such as potassium iodide and copper oxide, to obtain the target product 1-iodine-2-bromo-4-chlorobenzene. The optimization of the reaction conditions in this step is crucial to improve the yield and purity of the product.
In addition, there are also synthetic routes using other benzene-containing cyclic compounds as starting materials. For example, some specific substituted benzene derivatives can also achieve the synthesis of 1-iodine-2-bromo-4-chlorobenzene through reasonable functional group conversion and halogenation reaction. However, such methods often require pre-modification of the starting materials, and the steps may be more complicated, but in specific situations, they may have unique advantages.
When synthesizing 1-iodine-2-bromo-4-chlorobenzene, the fine regulation of each step of the reaction conditions, such as temperature, catalyst dosage, reactant ratio, etc., have a profound impact on the reaction process, product yield and purity. And the post-treatment and separation and purification steps cannot be ignored, and suitable separation methods, such as distillation and column chromatography, need to be used to obtain high-purity target products.
1. ** Nucleophilic substitution reaction **: Because halogen atoms can be replaced by nucleophilic reagents. For example, when co-heated with sodium hydroxide aqueous solution, halogen atoms can be replaced by hydroxyl groups to generate corresponding phenols. The reason is that hydroxyl negative ions act as nucleophiles to attack the carbon atoms connected to the halogen atoms on the benzene ring, and the halogen atoms leave with a pair of electrons. This is a common nucleophilic substitution path. Another example is the reaction with sodium alcohol, the halogen atoms will be replaced by alkoxy groups to form aryl ethers. In this reaction, the alkoxy negative ion has strong nucleophilicity and can effectively attack the carbon attached to the halogen atom on the benzene ring, resulting in nucleophilic substitution.
2. ** Metal-organic reagents participate in the reaction **: It can react with magnesium to make Grignard reagent, 1-iodo-2-bromo-4-chlorobenzene reacts with magnesium in anhydrous ether and other solvents, and iodine atoms or bromine atoms (higher activity is preferred) will form Grignard reagent structure with magnesium. Grignard reagents are extremely active and can react with a variety of carbonyl compounds, such as alaldehyde and ketone, to form alcohols. React with formaldehyde to obtain a first-level alcohol; react with ketone to obtain a third-level alcohol.
3. ** Coupling reaction **: Under the catalysis of transition metals, 1-iodo-2-bromo-4-chlorobenzene can participate in the coupling reaction. For example, under the catalysis of palladium, Suzuki coupling reaction occurs with arylboronic acid to form biphenyl compounds. This reaction requires the participation of a base, which acts on arylboronic acid to form an active intermediate, and halogenated aromatic hydrocarbons under the catalysis of palladium to undergo oxidative addition, transmetallization and reduction elimination to realize carbon-carbon bond coupling. In addition, it can also participate in other coupling reactions such as Negishi coupling reaction. Through different metal reagents and catalytic systems, it can realize the construction of carbon-carbon bonds with other organohalides or organometallic reagents.
4. ** Differential reaction of halogen atom activity **: Iodine, bromine and chlorine atoms in the molecule have different activity due to different electronegativity and atomic radius. Usually iodine atoms have the highest activity, and iodine atoms are preferentially involved in some reactions. For example, when the conditions of nucleophilic substitution are relatively mild, iodine atoms are replaced first; when the conditions are more severe, bromine atoms and chlorine atoms can also be gradually replaced, and different substitution products can be selectively prepared by taking advantage of this difference.

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