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Naphtholbenzein Indicator, molecular formula C27H18O2, CAS 145-50-6, is an organic compound containing naphthol and benzene in its molecular structure. The melting point is relatively high, usually between 250~260 ℃, which allows it to remain solid at high temperatures but can dissolve or melt at lower temperatures. Having optical activity, i.e. chirality, thus possessing optical rotation. Its optical rotation can be measured at a certain wavelength. Has high chemical reactivity. For example, it can participate in reactions such as esterification, alkylation, acylation, etc., and various types of organic compounds can be synthesized using these reactions. It has a certain degree of toxicity, and long-term exposure or excessive intake of this substance may have a certain impact on human health. Therefore, corresponding safety measures should be taken when using.
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Acidity coefficient ( pKa ) |
8.95 ( at 25 °C ) |
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Color |
Pale Red-Brown |
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Odor ( Odor ) |
Odorless |
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The ph value range of acid-base indicator |
Green ( 0.0 ) to yellow ( 0.8 ) ; yellow ( 8.2 ) to green-blue ( 11.0 ) |
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Water solubility |
Water solubility insoluble |
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Maximum wavelength ( λmax ) |
210 nm |
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BRN |
3471575 Stable |
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Indicators in acid-base titration sequential injection analysis ( pH 8.2-10.0 ).
Dangerous goods sign Xi, Hazard category code 36 / 37 / 38, Safety instructions 26-36-37 / 39, WGK Germany 3, F 10 - 21, TSCA Yes, Hs code 29145000
Naphtholbenzein Indicator acid-base indicator, pH 8.5 ( yellow ) ~ 9.8 ( green )
P-Naphtholbenzein has a wide range of applications in plastic modifiers. It can be added as an additive to plastics to improve material performance and processing characteristics.
1. Plasticizer: can be used as a plasticizer to increase the plasticity and flexibility of plastics. By adding this product, the melting point and softening point of plastic can be reduced, making it easier to process and shape. At the same time, it can also improve the low-temperature resistance of plastics, allowing them to maintain good flexibility and processing performance at low temperatures.
2. Heat resistant modifier: can be used to improve the heat resistance of plastics. By adding it to plastics, the thermal stability of the material can be increased, and its usage temperature and heat resistance can be improved. This is particularly important for plastic products used in high-temperature environments.
3. Reinforcing agent: can be used as a reinforcing agent to improve the strength and rigidity of plastics. By adding it to plastics, the mechanical properties of materials such as tensile strength, bending strength, and impact strength can be increased. This is very useful for some plastic products with high load-bearing and stress bearing capacity.
4. Flow aids: can be used as flow aids to improve the processing flowability of plastics. By adding this product, the viscosity of plastic can be reduced, making it easier to mold and shape. This is particularly beneficial for the processing of some thin-walled or complex shaped products.
5. Flame retardant: It can be used as a flame retardant to improve the flame retardant performance of plastics. By adding it to plastic, it can increase the difficulty and speed of material combustion, making it more difficult to burn and spread flames. This is very important for some plastic products that require flame retardant properties.
6. Antistatic agent: can be used as an anti-static agent to reduce the surface resistance of plastics, making them have good anti-static performance. By adding it to plastic, it can reduce the accumulation of static electricity and dust adsorption on the material surface. This is useful for some electronic products or precision instruments that require cleanliness and anti-static measures.
7. Anti UV agent: It can be used as an anti UV agent to protect plastics from UV radiation and degradation. By adding it to plastics, the material's ability to absorb and scatter ultraviolet rays can be increased, reducing the destructive effect of ultraviolet rays on plastics. This is of great significance for some plastic products used outdoors.
8. Antibacterial agent: It can be used as an antibacterial agent to inhibit the growth and reproduction of bacteria in plastics. By adding it to plastic, the antibacterial performance of the material can be increased, reducing the growth and spread of bacteria on the surface of the material. This is very useful for situations that require antibacterial properties such as medical and food contact.
9. Compatibilizer: can be used as a compatibilizer to improve the compatibility between different types of plastics. By adding it to different types of plastics, the adhesion and compatibility between different materials can be increased, and the performance and reliability of products can be improved.
10. Anti aging agent: It can be used as an anti-aging agent to protect plastic products from aging and degradation. By adding it to plastics, it can increase the material's antioxidant and weather resistance properties, extend its service life, and maintain good appearance quality.
Naphtholbenzein Indicator was synthesized by condensation reaction using p-nitrobenzaldehyde and coumarin as raw materials. The following are the detailed steps of this method and its corresponding chemical equations:
(1) P-nitrobenzaldehyde: p-nitrobenzaldehyde is a common organic compound with aldehyde and nitro functional groups. In this experiment, it serves as one of the raw materials to provide aldehyde groups for condensation reactions.
(2) Coumarin: Coumarin is a natural organic compound with ketone and phenolic hydroxyl functional groups. In this experiment, it serves as another raw material to provide a condensation reaction between the ketone group and the aldehyde group of p-nitrobenzaldehyde.
(3) Sodium hydroxide: Sodium hydroxide is a strong base used in this experiment to neutralize the acidic substances produced in the reaction, ensuring the smooth progress of the reaction.
(4) Ethanol: Ethanol is a commonly used organic solvent used to dissolve raw materials and products, and serves as a reaction medium.
Mix coumarin with sodium hydroxide solution, add an appropriate amount of ethanol, heat and stir until dissolved. The purpose of this step is to thoroughly mix coumarin and sodium hydroxide to prepare for subsequent reactions.
NaOH+C9H6O2 → C9H6 (OH) 2+NaCl
Add the dissolved p-nitrobenzaldehyde to the above solution, continue heating and stirring, and control the temperature at around 90 ℃. The purpose of this step is to induce a condensation reaction between p-nitrobenzaldehyde and coumarin sodium to generate the target product p-Naphtholbenzein.
(C6H5)2CHOH + C9H6(OH) 2 → (C6H5)2CHOC9H6(OH) + H2O
During the reaction process, the pH value of the solution is continuously monitored. When the pH value reaches 7-8, heating is stopped and cooled to room temperature. The purpose of this step is to ensure complete reaction and post-processing. The degree of reaction can be determined by detecting the pH value. When the pH value reaches 7-8, the reaction is basically completed. After stopping heating, cool to room temperature for subsequent operations.
H+ + OH- → H2O
Extract with water and ether to separate the organic phase, then wash with water until neutral. The purpose of this step is to separate the product from the reaction solution by extraction and wash it with water to remove excess acidic substances and other impurities. Ether, as a common organic solvent, can dissolve well with water and organic matter, making it easy to separate and purify.
Chemical equation: None
The target product p-Naphtholbenzein was purified by column chromatography. The purpose of this step is to further purify the product, remove impurities and unreacted raw materials. Column chromatography is a commonly used separation and purification method that separates the components of a mixture in sequence through the action of different adsorbents and eluents.
What are the sales channels for this compound?
Chemical reagent supplier
Many professional chemical reagent suppliers sell naphthol benzene indicators. These suppliers typically have a well-established supply chain and logistics system to ensure product quality and timely delivery. They may sell their products online or offline, including official websites, e-commerce platforms, physical stores, etc.
Distributors of laboratory equipment and reagents
Laboratory equipment and reagent distributors are also important channels for selling naphthol benzene indicators. These distributors typically collaborate with multiple chemical reagent suppliers to provide one-stop procurement services. They may have professional sales and technical support teams that can provide customers with product consultation, technical support, and after-sales service.
Research institutions and universities
Some research institutions and universities may also sell naphthol benzene indicators. These institutions usually have their own laboratories and research teams, with a high demand for chemical reagents. They may acquire products through internal procurement or collaboration with other suppliers, and may use some of the products for teaching or research purposes.
E-commerce platform
With the rise of e-commerce platforms, more and more chemical reagents are being sold through e-commerce platforms. On e-commerce platforms, customers can easily search and compare products from different suppliers, and choose the most suitable product for themselves. Meanwhile, e-commerce platforms also provide convenient payment and logistics services, enabling customers to easily purchase the products they need.
International trade channels
For customers who need to import naphthol benzene indicators, international trade channels are also an important choice. Some professional international trade companies or agents can provide customers with one-stop services such as procurement, customs clearance, logistics, etc. for imported products. These companies typically have extensive international trade experience and resources to ensure product quality and timely delivery.
The discovery of the Naphtholbenzein Indicator can be traced back to the early 20th century, when chemists were searching for an indicator that could provide a significant color change in acid-base titration.
In 1908, German chemist Heinrich Caro first synthesized naphthol and preliminarily studied its potential as an acid-base indicator. Caro found that naphthalene benzoin appears yellow in acidic environments and blue in alkaline environments, making it an ideal acid-base indicator. In the following decades, research on naphthol glycosides gradually deepened.
In the 1920s, chemists began to systematically study the color change range and sensitivity of naphthol II under different pH conditions.
In the 1930s, with the development of complexometric titration technology, it was discovered that naphthoquinone could form stable complexes with various metal ions, thus playing an important role in complexometric titration. This discovery greatly expands the application scope of naphthol glycosides.
In the 1950s, with the advancement of analytical chemistry technology, the synthesis method of naphthol naphthoquinone was optimized, and its purity and stability were significantly improved. During this period, naphthoquinone was widely used in various chemical analyses, including acid-base titration, complexometric titration, and redox titration.
In the 1960s, with the development of spectroscopic analysis technology, extensive research was conducted on the spectral characteristics of naphthol dienes, and their absorption characteristics at different wavelengths were recorded in detail, laying the foundation for their application in spectroscopic analysis.
In the 21st century, the research on naphthoquinone has entered a new stage. With the development of nanotechnology and materials science, naphthol dienes have been applied in the development of new sensors. For example, researchers immobilized naphthol benzylase on the surface of nanomaterials to prepare highly sensitive pH sensors and metal ion sensors. In addition, naphthol glycoside is also used as a fluorescent probe for cell imaging and biomolecule detection in the biomedical field.
Overall, the discovery and development of naphthalene benzoquinone indicators reflect advances in chemical analysis techniques. From the initial acid-base indicators to modern multifunctional chemical sensors, the application of naphthol benzyl in chemical analysis continues to expand, and its research is also constantly deepening.
In the future, with the emergence of new materials and technologies, naphthoquinone is expected to play an important role in more fields.
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