What is Ortho-Aminophenol
Ortho-aminophenol, also known as 2-aminophenol, ortho-aminophenol (OPA), 1-amino-2-hydroxybenzene, is a white or light gray crystalline powder. 2-Aminophenol is a typical aromatic amphoteric compound and an important chemical intermediate, which is widely used in the fields of dyes, medicine, printing and biology. According to reports in the literature, o-aminophenol may cause allergic dermatitis in humans and may also cause methemoglobinemia in humans.
Why Choose Us
Rich Experience
Established in 2014, Hangzhou Reward has emerged as a leading player in the chemical industry, specializing in the production and distribution of a wide range of high-quality products.
High quality products
We always put customer needs and expectations in the first place, refine on, continuous improvement, to seek every opportunity to do better, to provide customers with their expectations of quality products, to provide customers with the most satisfactory service at anytime.
Innovation and Research
In the ever-evolving landscape of chemical solutions, our company stands as a beacon of quality, innovation, and customer-centricity. Since our establishment in 2014, we have continued to grow and evolve, adapting to changes while upholding our core values.
High Efficiency Logistic System
While rooted in China, our global outlook enables us to serve clients worldwide. With a robust distribution network and efficient logistics, we ensure timely deliveries and seamless transactions across borders.
Used in organic synthesis to prepare various ether derivatives; used for printing drawings; analytical reagents. Soluble in water, alcohol, ether, benzene and carbon disulfide. Can be sublimated. reacts with ferric chloride to produce blue-violet color.
4-AMINODIPHENYLAMINE DYE INTERMEDIATES
4-AMINODIPHENYLAMINE: Dye intermediates. Mainly used to manufacture various important antioxidants such as 4010NA, 4020 and 668; to manufacture blue salt RT, acidic red GR, dispersed yellow GFL, etc.
2,6-Dihydroxytoluene, also called 2-Methylresorcinol in English. It is a white solid under normal circumstances. It has a certain Chemicalbook solubility in water and its aqueous solution is acidic. Soluble in common organic solvents. 2,6-Dihydroxytoluene is a phenolic compound that can be used as an intermediate in organic synthesis and fine chemicals synthesis, as well as in medicines, pesticides, dye intermediates, hair auxiliaries, etc.
L acid is used to prepare dyes and organic pigments, such as direct deep blue L, pigment purple sauce BLC, lake purple red CK, etc., and is also used to prepare photoresist photosensitizer 215.
ORTHOAMINOPHENOL:Organic synthesis and dye intermediates. Used to produce acid medium blue R, sulfide yellow brown, fluorescent whitening agent EBF, etc. It is also a test reagent for gold and silver. Absorption of this product through the skin can cause dermatitis, methemoglobinemia and asthma.
2,6-Dihydroxytoluene, also called 2-Methylresorcinol in English. It is a white solid under normal circumstances. It has a certain Chemicalbook solubility in water and its aqueous solution is acidic. Soluble in common organic solvents. 2,6-Dihydroxytoluene is a phenolic compound that can be used as an intermediate in organic synthesis and fine chemicals synthesis, as well as in medicines, pesticides, dye intermediates, hair auxiliaries, etc.
It is mainly used for the synthesis of pyrazolone antipyretic and analgesic drugs such as metamizole, antipyrine, and aminopyrine; it is also used for the synthesis of pyrazolone acid dyes such as acid medium date red BN, permanent yellow G, color film dyes, and pesticides. and other intermediates of fine chemicals.
It is an important dye intermediate, mainly used to manufacture azo dyes and sulfur dyes, and can also be used to produce fur black D and rubber antioxidant DNP, etc.
It is mainly used for the synthesis of pyrazolone antipyretic and analgesic drugs such as metamizole, antipyrine, and aminopyrine; it is also used for the synthesis of pyrazolone acid dyes such as acid medium date red BN, permanent yellow G, color film dyes, and pesticides. and other intermediates of fine chemicals.
Properties of Ortho-Aminophenol
Ortho-aminopheno is a chemical compound with various physical and chemical properties. It appears as colorless needles or white crystalline substance that turns tan to brown when exposed to air. The compound has a melting point of 172 °C and a boiling point of 164 °C. It has a density of 1.328 and a refractive index of 1.5444. ortho-aminopheno is slightly soluble in water, with a solubility of 17 g/L at 20 °C. It has a pH range of 6.5-7.5 when dissolved in water. The compound is insoluble in benzene but soluble in ethanol. It is stable under normal conditions but may be sensitive to air and light. Reactivity-wise, ortho-aminopheno can react with oxidizing agents and may form explosive products when combined with THF (tetrahydrofuran). Therefore, it is important to protect it from exposure to air and light. The compound is incompatible with strong oxidizing agents. In summary, ortho-aminopheno exhibits various physical properties such as its solid form, color, melting and boiling points, solubility, and reactivity with different substances.
Industrial Synthesis of Ortho-Aminophenol
The main preparation processes of ortho-aminopheno include iron powder reduction, hydrogenation reduction, nitration re-reduction and sodium sulfide reduction. Its traditional synthesis method is prepared by hydrolyzing o-nitrochlorobenzene as raw material and reducing iron powder. During the reduction process, the pollution of the three wastes is serious, and the product is packaged in the iron sludge, which makes the product yield not high. Ortho-nitrophenol can also be used as raw material ethanol as a solvent to prepare o-aminophenol. Because the solubility of o-nitrophenol (ONP) in water is too small during the reduction process, the organic solvent ethanol is mostly used in this process. However, because o-aminophenol (OAP) has a high solubility in organic solvents and is very unstable, the yield has not been high, and the cost of ethanol is also high, which makes the cost of this process slightly higher. However, with sodium sulfide reduction, the yield of the obtained product is very low, and because the wastewater contains a large amount of chloride ions, it also causes great pollution to the environment.
CN201310710958.5 provides a method for preparing o-aminophenol. Firstly, o-nitrochlorobenzene is used as a raw material, and sodium hydroxide solution is added for hydrolysis; then sodium hydrosulfide is added for reduction reaction to obtain sodium o-aminophenol, and then sulfuric acid solution is added Carry out acidification to obtain hydrogen sulfide gas, and pass the hydrogen sulfide absorption tower to obtain sodium hydrosulfide and then put it into production, and the sulfate in the solution can react with the sodium ions in the sodium nitrophenolate to obtain sodium sulfate, and then reduce the temperature to obtain sulfuric acid Sodium crystals; the acidified solution is filtered and then added to the alkaline solution and neutralized to obtain the final o-aminophenol. The waste water obtained after production contains free chloride ions, and limestone can be added to obtain calcium chloride precipitation; after the precipitation is removed, the industrial production water is obtained by decolorization of activated carbon and four-effect evaporation and put into production to achieve the purpose of recycling.
CaCu2O3 nanorods based electrochemical sensor
An electrochemical sensor was developed using nanostructured CaCu2O3 as the electrode material for the simultaneous determination of ortho-aminopheno, 2-Chlorophenol (o-CP), and 2-Nitrophenol (o-NP). The CaCu2O3 nanorods were synthesized through a chemical precipitation method and characterized using various techniques such as powder X-ray diffraction (XRD), X-ray photoelectron microscopy (XPS), field emission electron microscopy (FESEM), and high-resolution transmission electron microscopy (HRTEM). To fabricate the sensor, glassy carbon electrodes (GCE) with a diameter of 3 mm were modified by drop-casting the CaCu2O3 nanorods. Cyclic voltammetry (CV) studies were conducted on the CaCu2O3/GCE, which exhibited excellent electrochemical behavior for the oxidation of ortho-aminopheno, 2-CP, and 2-NP at different potentials that were well separated from each other. The CaCu2O3/GCE demonstrated low detection limits of 5.74 nM (0.626 ppb) for ortho-aminopheno, 1.38 nM (0.177 ppb) for 2-CP, and 1.03 nM (0.143 ppb) for 2-NP over wide measurable linear ranges. The cyclic stability studies showed excellent stability of the fabricated electrode, with a loss of only 7%, 13%, and 14% from the initial current responses after conducting 100 cycles of CV for ortho-aminopheno, 2-CP, and 2-NP in PBS (pH 7.0). Reproducibility studies of six different CaCu2O3/GCEs exhibited good recoveries. The fabricated electrode demonstrated excellent sensitivity, stability, and reproducibility, and it was successfully applied for the simultaneous determination of ortho-aminopheno, 2-CP, and 2-NP in tap water and agricultural water samples.
Graphene nanoribbons modified electrode
The accurate detection of ortho-aminopheno is of great importance due to their widespread use as industrial raw materials and the potential environmental hazards they pose. Existing electrochemical methods for detecting these compounds individually have limitations when both ortho-aminopheno and 4-aminophenol are present in the same system. To overcome this challenge, a novel detection method has been developed using a composite material called graphene nanoribbons (GNRs) modified with cyclodextrins (CDs). GNRs are strips of graphene with high length-to-width ratios and straight edges, offering excellent electrical properties and a large theoretical specific surface area. CDs, on the other hand, are oligosaccharides known for their selective binding capabilities. By combining GNRs with CDs, a synergistic effect is achieved, enhancing the electrochemical performance of the composite material. The composite, referred to as P-β-CD-l-Arg/CNTs@GNRs, is obtained by electropolymerizing β-CD and l-arginine (l-Arg) on the surface of CNTs@GNRs, a core-shell heterostructure. The l-Arg not only facilitates the functionalization of β-CD onto the CNTs@GNRs surface but also exhibits excellent electrocatalytic activity towards ortho-aminopheno and 4-aminophenol. The P-β-CD-l-Arg/CNTs@GNRs modified electrode enables highly sensitive and simultaneous electrochemical detection of ortho-aminopheno and 4-aminophenol. It combines the host-guest recognition and enrichment ability of β-CD, the electrocatalytic activity of l-Arg, and the prominent electrochemical properties and large surface area of CNTs@GNRs. Compared to previous methods, this approach offers simplicity, convenience, ease of preparation, and low cost.
Process for the Preparation of Ortho-Aminophenol
Hydrogenation-reduction process: Hydrogenation of ortho-aminophenol with hydrogen is carried out under the action of a catalyst, usually at high temperature and high pressure, and commonly used catalysts include platinum, palladium and other noble metals. When the reaction is complete, the hydrogenated product is hydrolysed with dilute acid to produce o-aminophenol. Finally, the product is separated and purified by distillation and water is removed for packaging and storage.
Iron powder reduction method: The traditional synthesis method uses ortho-nitrochlorobenzene as the starting material, which is hydrolysed and then reduced with iron powder. Although this method is simple, it produces a large amount of waste water and waste residue, resulting in environmental pollution and low product yield.
Hydrogenation reduction method: Water, nitrobenzene and sulfuric acid are used as raw materials, a catalyst is added, and the initial reaction solution is prepared under the condition of hydrogen gas. After solid-liquid separation of the initial reaction solution, the pH of the mixed solution is adjusted to neutral with alkaline substances to obtain ortho-aminophenol. This method has mild reaction conditions, simple operation, high safety, high production efficiency and reduced product cost.
Sodium sulphide reduction method: Take ortho-nitrochlorobenzene as raw material, add sodium hydroxide solution for hydrolysis, then add sodium hydrosulfide for reduction reaction to obtain sodium o-aminophenol, then add sulfuric acid solution for acidification to obtain the final ortho-aminophenol. Although this method can produce ortho-aminophenol, the waste water contains a large amount of chloride ions, which causes environmental pollution.
Applications of Ortho-Aminophenol
Ortho-aminophenol is an important intermediate in the synthesis of dyes and can be used in the manufacture of a wide range of dyes including sulphide dyes, azo dyes, acid dyes, mordant dyes, etc. Specific applications include:
◆ Sulfide and azo dyes: Used for textile dyeing.
◆ Acid dyes: Such as acid mordant Blue R, acid complex violet 5RN, etc.
◆ Mordant dyes: Intermediates used in the production of mordant dyes.
Ortho-aminophenol is also widely used in medicine and is an important intermediate in the synthesis of a wide range of drugs. Specific applications include:
◆ Drug synthesis: Used in the preparation of acid mordant Blue R, yellow-brown sulphide, fluorescent bleaching agent EBF.
◆ Treatment of syphilis and other spirochetal diseases: Ortho-chlorophenol is a pharmaceutical component for the treatment of syphilis and other spirochetal diseases.
What Are the Storage Requirements for Ortho-Aminophenol?
1. Storage conditions
• Temperature control: Ortho-aminophenol should be stored at a temperature below 30°C to prevent its thermal decomposition. Due to its moisture-absorbing property, the temperature of the storage room should be kept at about 25°C to maintain its stability.
• Humidity control: Ortho-aminophenol is sensitive to humidity and should be stored in an environment with relative humidity below 75% to prevent moisture absorption and deliquescence. The storage room should be kept dry to avoid the influence of humid air.
• Storage in light: As ortho-aminophenol is easily oxidised in air, it should be stored in a cool and light-proof place, avoiding direct sunlight.
2. Packaging and sealing requirements
• Sealed storage: Ortho--aminophenol should be stored in sealed containers to prevent it from coming into contact with oxygen in the air, resulting in oxidation and discolouration. Sealed packaging can reduce its contact area with air and extend its shelf life.
• Dry storage: For reagents that tend to be hygroscopic, they can be stored in a dryer to further reduce their contact with moisture.
3. Special environmental requirements
• Moisture control measures: The storage room should be kept dry to avoid a humid environment which may lead to moisture absorption and deliquescence of o-aminophenol. For reagents that tend to be hygroscopic, the humidity of the storage room should be kept below 75%.
• Avoid high temperatures: The temperature of the storage room should not exceed 30°C to prevent thermal decomposition of the reagents.
Ortho-aminophenol is toxic and may cause allergic dermatitis and methemoglobinemia in humans. The following safety measures need to be observed when handling o-aminophenol.
Skin contact
Remove contaminated clothing immediately and rinse skin thoroughly with soapy water and water.
Eye contact
Lift eyelids, flush with running water or saline and seek immediate medical attention.
Inhalation
Remove from scene to fresh air and keep breathing. If breathing is difficult, give oxygen; if breathing stops, give artificial respiration immediately and seek medical attention.
Ingestion
Drink plenty of warm water, induce vomiting, and seek medical attention immediately.
Our Factory
Established in 2014, Hangzhou Reward has emerged as a leading player in the chemical industry, specializing in the production and distribution of a wide range of high-quality products.
With a firm commitment to innovation, quality, and customer satisfaction, we have solidified our position as a prominent supplier in China's chemical market.
In the ever-evolving landscape of chemical solutions, our company stands as a beacon of quality, innovation, and customer-centricity. Since our establishment in 2014, we have continued to grow and evolve, adapting to changes while upholding our core values. As a prominent supplier of pigments, dyes, cosmetic ingredients, textile auxiliaries, and more, we are proud to be your partner in shaping a colorful and vibrant world.
Certificate
FAQ
Hot Tags: orthoaminophenol, China orthoaminophenol manufacturers, suppliers, factory
