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What is the main use of 9,9-dimethyl-2,7-diiodofluorene?
9,9-Dimethyl-2,7-dibromonaphthalene, which has a wide range of uses. In the field of organic synthesis, it is often used as a key intermediate. For example, when preparing organic optoelectronic materials with specific structures and properties, 9,9-dimethyl-2,7-dibromonaphthalene can be reacted in multiple steps to introduce specific functional groups, thereby constructing molecular structures with unique optoelectronic properties, which can be used in organic Light Emitting Diodes (OLEDs), organic solar cells and other devices to improve their performance.
It also plays an important role in the field of materials science. By reacting with other compounds, new materials with special physical and chemical properties can be prepared. For example, by coupling reaction with nitrogen-containing heterocyclic compounds, fluorescent materials with high fluorescence quantum yield and good thermal stability can be synthesized, which show potential application value in fluorescent probes and biological imaging.
In addition, in the field of medicinal chemistry, the naphthalene ring and substituent in its structure can provide a unique skeleton for drug molecule design. After reasonable modification and modification, drug molecules with specific biological activities may be developed for disease treatment.
Although "Tiangong Kaiwu" does not specifically describe 9,9-dimethyl-2,7-dibromonaphthalene, it is stated in ancient classical language, or it can be said: "Today, there are 9,9-dimethyl-2,7-dibromonaphthalene, which is a key intermediary in organic synthesis. It can be added with specific functional groups through various reactions to make organic optoelectronic materials, which can be used in OLEDs and organic solar cells to increase their performance. In material science, it is also an important substance. Reaction with other substances can make new materials with specific physicochemical properties. For example, coupling with nitrogen-containing heterocycles to form fluorescent materials for fluorescent probes and biological imaging. In medicinal chemistry, its naphthalene ring and substituted groups can be used to design unique structures for drug molecules, modify them, or produce biologically active drugs to treat diseases. "
What are the physical properties of 9,9-dimethyl-2,7-diiodofluorene?
9,9-Dimethyl-2,7-dibromoanthracene is an organic compound with the following physical properties:
This substance is mostly crystalline solid at room temperature, hard and brittle, and exists in the form of fine crystals. Looking at its color, it is often white to light yellow, and almost colorless when pure. However, due to impurities or differences in synthesis processes, the color changes slightly.
Its melting point is within a certain range, and the specific value varies depending on the purity, roughly at a relatively high temperature. The high melting point is due to the existence of strong forces between molecules, such as van der Waals force and π-π stacking, which make the molecules closely arranged. A large amount of energy is required to destroy the lattice structure and cause it to melt. The boiling point of
is also high, due to the need to overcome the attractive force between molecules when the liquid state changes to the gaseous state. At room temperature and pressure, the vapor pressure is extremely low, the volatilization is slow, and it is not easy to escape from the solid or liquid state into the atmosphere.
The density is greater than that of water, and if mixed with water, it will sink to the bottom. Its solubility in water is extremely small, because it is a non-polar or weakly polar molecule, while water is a polar solvent. According to the principle of "similar miscibility", the two are difficult to miscible. However, in some organic solvents, such as dichloromethane, chloroform, toluene, etc., it has a certain solubility. Because these organic solvents are weak in polarity, they are adapted to the intermolecular force of the compound,
The compound has certain stability, but under certain conditions, such as high temperature, strong oxidants or light, chemical reactions will occur between bromine atoms and benzene rings in the molecular structure, exhibiting unique chemical activity, providing a foundation for applications in organic synthesis and other fields.
Is the chemical properties of 9,9-dimethyl-2,7-diiodofluorene stable?
The chemical properties of 9,9-dimethyl-2,7-dibromoanthracene are relatively stable. Due to the formation of a conjugated structure between the benzene ring and the anthracycline system in the molecular structure, it imparts certain stability to the molecule. The existence of two methyl groups affects the distribution of molecular electron clouds through electron induction effect, which reduces the energy of the system and enhances the stability. At the same time, although the bromine atom has an electron-absorbing induction effect, it is in a specific position of the anthracycline and interacts with the conjugated system to maintain the stability of the overall structure to a certain extent.
However, its stability is not absolute. Under specific conditions, such as high temperature, strong oxidants or nucleophiles, its structure will change. For example, when there is a suitable catalyst at high temperature, the bromine atom can undergo a substitution reaction. Because the C-Br bond has a certain polarity, it is easy to break under external action, and the nucleophilic reagent can attack this check point. For another example, in case of strong oxidants, the anthracycline part may be oxidized, because the electron cloud density of the conjugated system is relatively high, and it is easy to give electrons and suffer from oxidation.
In general, 9,9-dimethyl-2,7-dibromoanthracene has relatively stable chemical properties under conventional conditions, but under special reaction conditions or the action of reagents, it will exhibit chemical reactivity and undergo various chemical changes.
What are the synthesis methods of 9,9-dimethyl-2,7-diiodofluorene?
There are many methods for synthesizing 9,9-dimethyl-2,7-dibromonaphthalene, and the following are common ones:
Naphthalene is used as the initial raw material
1. ** Fu-gram alkylation reaction **: Naphthalene and halomethane are catalyzed by Lewis acid (such as anhydrous aluminum trichloride) to obtain 9,9-dimethylnaphthalene. The mechanism of this reaction is that halomethane interacts with Lewis acid to form carbocation, which then attacks the naphthalene ring and undergoes electrophilic substitution. The reaction conditions require an anhydrous environment, the temperature is about 0-25 ° C, and the reaction time is 3-6 hours.
2. ** Bromination reaction **: Using 9,9-dimethylnaphthalene as a substrate, in a suitable solvent (such as dichloromethane), in the presence of light or an initiator (such as benzoyl peroxide), bromine atoms can be introduced to generate 9,9-dimethyl-2,7-dibromonaphthalene. This is a free radical substitution reaction. Light or the initiator prompts the bromine molecule to split into bromine free radicals, which then react with the substrate. The reaction temperature is about 20-40 ° C, and the reaction time is 4-8 hours.
Synthesis of
by other intermediates 1. ** Construction of naphthalene rings **: The dimethyl-containing naphthalene ring structure is first constructed from suitable raw materials. For example, through the Diels-Alder reaction, conjugated dienes and dienophiles are used as raw materials, and then the naphthalene ring skeleton is cyclized, and then the bromination reaction is carried out. The Diels-Alder reaction conditions are relatively mild, usually carried out under heat or light, the reaction temperature is about 80-120 ° C, and the reaction time is 6-12 hours. The bromination reaction conditions are similar to those described above.
2. ** Functional group conversion method **: First prepare naphthalene derivatives containing different functional groups, and gradually introduce dimethyl and bromine atoms through functional group conversion. For example, first synthesize naphthalene derivatives containing hydroxyl groups, introduce dimethyl through methylation reaction, then convert the hydroxyl group into a suitable leaving group, and then react with brominating reagents to introduce bromine atoms. Methylation reactions are commonly used with reagents such as dimethyl sulfate under alkaline conditions, the reaction temperature is about 40-60 ° C, and the reaction time is 3-5 hours. Functional group conversion reactions require strict control of reaction conditions according to the specific reaction type.
What is the price range of 9,9-dimethyl-2,7-diiodofluorene in the market?
The price of 9% 2C9-dimethyl-2% 2C7-dibromonaphthalene in the market is difficult to generalize. The range of its price often varies due to changes in market conditions, the quality of quality, the balance between supply and demand, and the cost of control.
If the quality is good and the market supply is small and the demand is large, the price may be high. On the contrary, if the supply is sufficient and the demand is small, the price will decrease. Usually, the price is about tens of gold to hundreds of gold per gram. However, in special circumstances, such as the shortage of raw materials and changes in manufacturing technology, the price may fluctuate sharply.
The state of Guanfu City, the field of chemical industry, and the price of many materials often change due to the current situation. This 9% 2C9-dimethyl-2% 2C7-dibromonaphthalene is also used in chemical industry, and its price is subject to the rise and fall of the industry and the regulation of policies. To know its exact price, you must carefully examine the state of the city, consult all businesspeople, and observe the news of the city to obtain a more accurate number.