4-Amino-3-chlorophenol Hydrochloride CAS 52671-64-4
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4-Amino-3-chlorophenol Hydrochloride CAS 52671-64-4

4-Amino-3-chlorophenol Hydrochloride CAS 52671-64-4

Product Code: BM-2-1-545
CAS number: 52671-64-4
Molecular formula: C6H7Cl2NO
Molecular weight: 180.03
EINECS number: 610-882-4
MDL No.: MFCD00143110
Hs code: 29222900
Analysis items: HPLC>99.0%, LC-MS
Main market: USA, Australia, Brazil, Japan, Germany, Indonesia, UK, New Zealand , Canada etc.
Manufacturer: BLOOM TECH Changzhou Factory
Technology service: R&D Dept.-4

 

4-Amino-3-chlorophenol hydrochloride, also known as 3-chloro-4-aminophenol hydrochloride or 2-chloro-4-hydroxyphenylamine hydrochloride, is a chemical substance with a specific chemical structure and physical properties. It appears as a gray to brown powder, crystal, or crystalline powder and/or block, and is irritating. It is an important intermediate for the synthesis of certain drugs, such as anti-cancer drugs like Lenvatinib. Therefore, the storage container should be kept sealed and stored in a cool, dry place, ensuring good ventilation or exhaust devices in the workspace.

Produnct Introduction

Additional information of chemical compound:

 

Chemical Formula

C6H7Cl2NO

Exact Mass

178.99

Molecular Weight

180.03

m/z

178.99(100.0%),180.99(63.9%),182.98(10.2%),179.99(6.5%),181.99(4.1%)

Elemental Analysis

C, 40.03; H, 3.92; Cl, 39.38; N, 7.78; O, 8.89

Melting point

255℃(dec.)(lit.)

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Applications

4-Amino-3-chlorophenol hydrochloride is an important chemical substance with wide applications in various fields. The following is a detailed explanation of its purpose:

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As a pharmaceutical intermediate

Participate in the synthesis of complex molecules as a key building block

The pharmacophore refers to the key structural component of a drug molecule that interacts with biological targets and produces pharmacological effects. The amino and chlorine substituents in 3-chloro-4-aminophenol hydrochloride can be converted into molecules with specific pharmacophores through a series of chemical reactions. For example, by replacing the chlorine substituent with other functional groups (such as hydroxyl, carboxyl, etc.) through substitution reactions, or by connecting the amino group with other molecular fragments through addition reactions, compounds with specific pharmacophores can be generated.

Heterocyclic compounds are a class of organic compounds with specific biological activities, widely used in the field of medicine. 3-chloro-4-aminophenol hydrochloride can serve as a key building block for the synthesis of heterocyclic compounds. For example, it can undergo condensation reactions with aldehydes, ketones, etc. to generate heterocyclic compounds with specific structures and functions. These heterocyclic compounds have important application value in fields such as drug synthesis and total synthesis of natural products.

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Improve synthesis efficiency and yield

3-chloro-4-aminophenol hydrochloride usually has relatively mild reaction conditions during the reaction process, such as substitution reactions and addition reactions at room temperature and pressure. These mild reaction conditions not only reduce synthesis costs, but also improve synthesis efficiency and yield. The amino and chlorine substituents in 3-chloro-4-aminophenol hydrochloride have high reactivity and can react quickly and efficiently with other molecular fragments. This high reactivity makes the synthesis process faster and more efficient, thereby improving yield and purity.

Specific application cases

Synthetic tyrosine kinase inhibitors

Tyrosine kinases are an important class of enzymes that play a crucial role in cellular signaling processes. Tyrosine kinase inhibitors are a class of drugs that can inhibit tyrosine kinase activity and have wide applications in fields such as cancer treatment. 3-chloro-4-aminophenol hydrochloride can serve as a key intermediate for the synthesis of tyrosine kinase inhibitors. For example, in the synthesis of tyrosine kinase inhibitors such as Tivozanib and Lenvatinib, 3-chloro-4-aminophenol hydrochloride can participate as a key building block in the reaction.

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Through a series of chemical reactions, such as substitution reactions, addition reactions, etc., 3-chloro-4-aminophenol hydrochloride is converted into molecular fragments with specific pharmacophores, which are then linked with other molecular fragments to generate the target compound. These tyrosine kinase inhibitors have shown good efficacy and safety in tumor treatment.

Synthesize other pharmaceutical compounds with specific biological activities

In addition to tyrosine kinase inhibitors, 3-chloro-4-aminophenol hydrochloride can also be used to synthesize other pharmaceutical compounds with specific biological activities. For example, it can be used as an intermediate for synthesizing antibiotics, antiviral drugs, anti-inflammatory drugs, and so on. By adjusting the reaction conditions and types of reactants, 3-chloro-4-aminophenol hydrochloride can be converted into compounds with different structures and functions, thereby meeting the needs of different drugs.

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In the field of materials science

Polymer materials

3-chloro-4-aminophenol hydrochloride can be used as a reactive monomer to participate in polymerization reactions and generate polymer materials with specific structures and properties. For example, it can undergo condensation reaction with dicarboxylic acids or dicarboxylic acid chlorides to produce polyamide polymers. This type of polymer has good thermal stability, mechanical properties, and chemical stability, and is widely used in engineering plastics, fibers, coatings, and other fields. 3-chloro-4-aminophenol hydrochloride can also be used as a functional additive and added to polymer materials to improve their properties. For example, it can be used as a flame retardant, anti-static agent, antibacterial agent, etc., to improve the fire resistance, anti-static performance, and antibacterial performance of polymer materials.

Optoelectronic materials

4-Amino-3-chlorophenol hydrochloride can be used as a dopant and added to optoelectronic materials to improve their optoelectronic properties. For example, it can be doped into the light-emitting layer of organic light-emitting diodes (OLEDs) to improve luminous efficiency and stability. In OLED, 3-chloro-4-aminophenol hydrochloride can serve as a dopant for the electron transport layer or hole blocking layer, regulating the transport and recombination process of charge carriers, thereby improving luminescence efficiency and stability.

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3-chloro-4-aminophenol hydrochloride itself also has certain photoelectric conversion properties and can be used as a photoelectric conversion material for the preparation of solar cells, photodetectors, and other devices. In the process of photoelectric conversion, 3-chloro-4-aminophenol hydrochloride can absorb light energy, generate photo generated carriers (electrons and holes), and then separate and transport the photo generated carriers to the electrode through the action of an internal electric field, thereby generating photocurrent or photovoltage.

Functional coating

3-chloro-4-aminophenol hydrochloride can be used as one of the components of anti-corrosion coatings to improve the anti-corrosion performance of metal materials. The chlorine atom in 3-chloro-4-aminophenol hydrochloride can form a chemical bond with the surface of metal materials, forming a dense anti-corrosion film, thereby preventing direct contact between corrosive media (such as oxygen, moisture, etc.) and metal materials and delaying the corrosion process. 3-chloro-4-aminophenol hydrochloride can also be used as a component of conductive coatings to improve the conductivity of materials. The amino and phenolic hydroxyl groups in 3-chloro-4-aminophenol hydrochloride can interact with conductive fillers (such as carbon black, graphene, etc.) to form stable chemical bonds or physical adsorption, thereby improving the conductivity and stability of conductive coatings.

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nanomaterials

3-chloro-4-aminophenol hydrochloride can be used as a precursor for synthesizing nanomaterials, generating nanoparticles with specific morphology and size through reactions such as pyrolysis and hydrolysis. Under high temperature or specific conditions, 3-chloro-4-aminophenol hydrochloride can decompose into nanoparticles containing carbon, nitrogen, chlorine, and other elements. These nanoparticles have unique physical and chemical properties and have broad application prospects in catalysis, sensing, energy storage, and other fields.

3-chloro-4-aminophenol hydrochloride can also be used as a surface modifier to modify the surface of nanomaterials, in order to improve their dispersibility, stability, and biocompatibility. The amino and phenolic hydroxyl groups in 3-chloro-4-aminophenol hydrochloride can interact with functional groups on the surface of nanomaterials, forming stable chemical bonds or physical adsorption, thereby altering the surface properties of nanomaterials.

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Specific application cases

Polymer Materials&Optoelectronic Materials

By optimizing the concentration and distribution of dopants, OLED devices with high efficiency and stable luminescence performance can be prepared. These devices have broad application prospects in fields such as display technology and lighting technology. In terms of flame retardants, 4-amino-3-chlorophenol hydrochloride can work synergistically with other flame retardants to form a composite flame retardant system, improving the flame retardant rating of polymer materials.

In terms of anti-static agents, it can be used in combination with anti-static agents to reduce the surface resistivity of polymer materials and improve their anti-static performance. By adjusting the polymerization reaction conditions and monomer ratios, polyamide materials with different molecular weights and properties can be prepared. These materials have a wide range of applications in fields such as aerospace, automotive manufacturing, electronics, and electrical appliances.

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Functional coatings&nanomaterials

In fields such as shipbuilding and bridge construction, anti-corrosion coatings are of great significance in protecting metal materials from corrosive media such as seawater and atmosphere. Adding 3-chloro-4-aminophenol hydrochloride to anti-corrosion coatings can improve their anti-corrosion performance and service life. In the field of electronic appliances, conductive coatings play an important role in achieving circuit connections and signal transmission. Adding 3-chloro-4-aminophenol hydrochloride to conductive coatings can improve their conductivity and reliability.

By adjusting the reaction conditions and precursor ratio, nanoparticles with different morphologies and sizes can be prepared. For example, carbon nanotubes, graphene, metal oxide nanoparticles, etc. can be prepared. These nanoparticles have a wide range of applications in catalyst carriers, sensors, supercapacitors, and other fields. In the biomedical field, the surface properties of nanomaterials have a significant impact on their biocompatibility, targeting, and therapeutic efficacy. Using 3-chloro-4-aminophenol hydrochloride as a surface modifier to modify nanomaterials can improve their biocompatibility and targeting, thereby enhancing therapeutic efficacy.

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adverse reaction

4-Amino-3-chlorophenol hydrochloride, as a chemical substance, has specific applications in industrial production, laboratory research, and other fields. However, its use may be accompanied by a series of adverse reactions, which involve multiple aspects such as the skin, eyes, respiratory system, and digestive system. In severe cases, it may even have potential effects on the nervous and reproductive systems.

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Skin adverse reactions

4-Amino-3-chlorophenol  has significant irritant effects on the skin. Direct contact with this substance may cause symptoms such as redness, itching, and pain on the skin, and in severe cases, may even lead to skin inflammation or ulcers. This irritating reaction is usually caused by direct contact between the substance and the skin, which disrupts the normal barrier function of the skin, leading to damage to skin cells and the occurrence of inflammatory reactions.

The mechanism of skin irritation may be related to the chemical properties of the substance. 4-Amino-3-chlorophenol may cause cell damage and inflammatory reactions by disrupting the membrane structure of skin cells, leading to leakage of intracellular substances and infiltration of extracellular substances. In addition, the substance may also activate immune cells in the skin, release inflammatory mediators, and further exacerbate skin inflammation.

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Adverse reactions to the eyes

The eyes are another sensitive target organ of 4-Amino-3-chlorophenol. After splashing into the eyes, this substance may cause serious eye irritation, manifested as symptoms such as redness, swelling, pain, tearing, and photophobia. In severe cases, it may also lead to corneal damage or decreased vision. The mechanism of eye irritation is similar to skin irritation, mainly related to the chemical properties of the substance and direct damage to eye tissue. The cornea and conjunctiva are the main sites of action for this substance, which are rich in nerve endings and blood vessels and are highly sensitive to chemicals. 

Respiratory system adverse reactions

Inhalation of vapor or dust from 4-Amino-3-chlorophenol may have adverse effects on the respiratory system. This may cause respiratory irritation, manifested as coughing, difficulty breathing, chest tightness, and other symptoms. In severe cases, it may also cause serious respiratory diseases such as asthma or pulmonary edema. The mechanism of respiratory irritation is related to the concentration and exposure time of the substance in the air. When the concentration of this substance in the air reaches a certain level, inhalation may irritate the respiratory mucosa, causing mucosal congestion, edema, and increased secretion, leading to symptoms such as coughing and difficulty breathing.

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Frequently Asked Questions
 
 

What is 4-Chlorophenol used for?

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4-Chlorophenol was used: As a substrate in the visible-light-induced degradation studies of phenolic compounds in an aqueous suspension of pure TiO2. As a model chlorinated organic pollutant in the hydrodechlorination studies of phenols using palladium nanocrystal catalysts.

What is 4 amino 2 Chlorophenol?

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4-Amino-2-chlorophenol (4A2CP) is a chlorinated aniline. Nephrotoxic potential of 4-amino-2-chlorophenol and its comparison with 4-aminophenol, 4-amino-2-chlorophenol, 4-amino-3-chlorophenol and 4-amino-2,6-dichlorophenol using isolated renal cortical cells from male Fischer 344 rats has been investigated.

Is 4-chlorophenol more acidic than phenol?

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Both 4-Chlorophenol and Phenol are acidic substances, but they also have some differences. So, what are the differences in acidity between 4-Chlorophenol and Phenol? Research has found that the acidity of 4-Chlorophenol is weaker than that of Phenol, although Phenol is also a weak acid.

 

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