Chemical Formula | C9H6N2O2 |
Molar Mass | 174.16 g/mol |
Appearance | Yellow to orange - red solid |
Melting Point | 135 - 138 °C |
Solubility In Water | Insoluble |
Solubility In Organic Solvents | Soluble in some organic solvents like ethanol, chloroform |
Stability | Stable under normal conditions, but may react with strong oxidizing agents |
What are the main uses of 5-Nitroquinoline?
5-Nitroquinoline is 5-nitroquinoline, which has a wide range of uses. In the field of medicine, it is a key intermediate. It can undergo a series of chemical transformation steps and participate in the synthesis of a variety of drugs. Taking a class of anti-malarial drugs as an example, 5-nitroquinoline can be modified by a fine reaction to introduce the appropriate chemical groups, thereby shaping the molecular structure with high antimalarial activity.
In the field of materials science, 5-nitroquinoline also has a place. When preparing certain functional organic materials, it can be used as a basic structural unit. By polymerization or condensation with other organic compounds, materials with special optoelectronic properties can be constructed. Such materials may be applied to cutting-edge technologies such as organic Light Emitting Diodes (OLEDs) and solar cells, giving them unique electron transport and optical response characteristics.
In addition, in the field of chemical research, 5-nitroquinoline is often used as an important raw material and reagent for organic synthesis. Due to the presence of nitro and quinoline rings in its molecular structure, it gives it unique chemical activity and can participate in many types of chemical reactions, such as nucleophilic substitution reactions, reduction reactions, etc., providing an effective path for the synthesis of complex and diverse organic compounds, and assisting the research and development of organic chemistry.
What are the physical properties of 5-Nitroquinoline?
5-Nitroquinoline is an organic compound with many unique physical properties. Its color is light yellow to yellow crystalline, and it is stable at room temperature and pressure. Looking at its melting point, it is about 126-128 ° C. This characteristic makes it melt into a liquid state when heated to a specific temperature.
When it comes to solubility, 5-Nitroquinoline is slightly soluble in water. Due to the strong hydrogen bond between water molecules, the compound interacts weakly with water and is difficult to miscible with water. However, it has good solubility in organic solvents. For example, common organic solvents such as ethanol, ether, and chloroform can be well dissolved. This is due to the principle of similarity and miscibility. The structure of the compound is similar to that of organic solvents and can be dissolved by each other. < Br >
Its density is slightly higher than that of water, so that if it is mixed with water, it will sink to the bottom of the water. And it has a certain smell, although not strongly pungent, it also has a unique smell, which can be perceived during operation and use. In addition, 5-Nitroquinoline has certain sublimation properties, and under appropriate conditions, it can be directly converted from solid to gaseous state, which can be used in some separation and purification processes.
What are the chemical properties of 5-Nitroquinoline?
5-Nitroquinoline is an organic compound with unique chemical properties. This substance contains nitro (-NO 2O) and quinoline rings, which endows it with various properties.
From the perspective of reactivity, nitro is a strong electron-absorbing group, which reduces the electron cloud density of the quinoline ring, making the electrophilic substitution reaction more difficult, and mostly occurs in positions with relatively high electron cloud density. At the same time, nitro can participate in the reduction reaction. Under suitable conditions, it can be gradually reduced to amino (-NH 2O), derived from amino-containing quinoline compounds, which are widely used in medicine, pesticides and other fields.
Its physical properties are also worthy of attention. 5-Nitroquinoline is usually solid, with a certain melting point and boiling point, and its solubility in organic solvents is different from that of water due to molecular polarity. The difference in solubility provides a basis for separation and purification.
In terms of stability, although relatively stable, it poses a safety risk in the event of high temperature, open flame or strong oxidant. Because it contains nitro groups, the chemical bonds in the nitro group may break when heated or impacted, causing violent reactions, so it needs to be strictly operated according to specifications when stored and used. In addition, the chemical properties of 5-Nitroquinoline make it an important intermediate in the field of organic synthesis. It is a key intermediate for the construction of complex quinoline derivatives. It can be modified by various chemical reactions to obtain compounds with specific properties and uses.
What is the preparation method of 5-Nitroquinoline?
The preparation method of 5-nitroquinoline is mostly obtained by the nitrification reaction of quinoline. The method uses quinoline as the base material, supplemented by appropriate nitrifying reagents and reaction conditions.
The mixed acid of concentrated nitric acid and concentrated sulfuric acid is often used as the nitrifying agent. Quinoline is slowly dripped into the pre-cooled mixed acid system. In this case, concentrated sulfuric acid is not only the solvent, but also can promote nitric acid to produce nitroyl cations (NO 2), which is the active species of nitrification reaction. The dripping process must be slow and the reaction temperature must be strictly controlled to prevent excessive nitrification or side reactions. Generally speaking, the reaction temperature is maintained at a low temperature range, such as 0-5 ° C. This temperature range can make the reaction relatively mild and improve the selectivity of 5-nitroquinoline.
When the quinoline is added dropwise, maintain this low temperature condition and continue to stir the reaction for a period of time to make the nitrification reaction fully proceed. Thereafter, the reaction mixture needs to be handled with caution. Usually, it is poured into ice water, and the product 5-nitroquinoline precipitates due to its limited solubility in water. After filtration, washing and other steps, the crude product can be obtained. The crude product can be further purified by recrystallization. After selecting suitable solvents, such as ethanol, ethyl acetate, etc., after multiple recrystallization, 5-nitroquinoline with higher purity can be obtained. < Br >
There are also other nitrifying reagents for this reaction, such as acetyl nitrate, etc. The reaction mechanism is slightly different from mixed acid nitrification, but the purpose is to introduce nitro groups into quinoline molecules. The reaction conditions also need to be finely adjusted according to the different nitrifying reagents to achieve the ideal yield and purity.
What are the precautions for using 5-Nitroquinoline?
5-Nitroquinoline is a chemical reagent commonly used in organic synthesis. When using it, many precautions must be paid attention to.
First, safety protection must not be forgotten. This substance is toxic and irritating, or can harm the human body by inhalation, ingestion, skin contact, etc. Therefore, when operating, appropriate protective equipment must be worn, such as laboratory clothes, gloves, protective glasses and gas masks, to prevent contact and inhalation. And the operation should be carried out in a well-ventilated fume hood to remove volatile harmful gases in time.
Second, storage conditions must be appropriate. 5-Nitroquinoline should be stored in a cool, dry and ventilated place, away from fire and heat sources, and away from direct sunlight. At the same time, it should be stored separately from oxidizing agents, acids, alkalis, etc., and should not be mixed in storage to prevent chemical reactions from causing danger.
Third, the operation of taking should be cautious. When weighing and transferring, the action should be gentle to prevent dust from rising. After taking it, seal the container in time to prevent the substance from absorbing moisture, oxidation or volatilization. If it is accidentally spilled, it needs to be cleaned up immediately to avoid diffusion.
Fourth, the chemical properties should also be well known. 5-Nitroquinoline can participate in a variety of chemical reactions. Before use, it is necessary to fully understand its reaction characteristics and conditions, strictly follow the operating procedures, and control the reaction temperature, time and reactant ratio to ensure the safe and smooth progress of the reaction.
Fifth, waste disposal should not be sloppy. The waste generated by the experiment, including the residual 5-nitroquinoline and its reaction products, should be properly disposed of in accordance with relevant regulations, and should not be dumped at will to prevent environmental pollution.
In short, when using 5-nitroquinoline, every link from safety protection, storage, access, reaction operation to waste disposal should not be ignored, so as to ensure experimental safety and avoid accidents.