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What is the chemical structure of 1-oxo-1,2,3, 4-tetrahydroisoquinoline?
1 - oxo - 1, 2, 3, 4 - tetrahydroisoquinoline, there is also a compound of diphenyl. In 1 - oxo - 1, 2, 3, 4 - tetrahydroisoquinoline, the quinoline part is formed by the quinoline part of the system. Quinoline contains nitrogen, this compound has a carbonyl group (oxo group, that is, C = O) at position 1, and the atom of position 1, 2, 3, and 4 is the case of diphenyl and diphenyl.
, quinoline is formed by the fusing of diphenyl and pyridine. In 1 - oxo - 1, 2, 3, 4 - tetrahydroisoquinoline, the quinoline part of the original quinoline part is combined, and the presence of carbonyl groups gives the specific chemical activity of this compound. Carbonyl groups have chemical properties, which can be reversed such as nuclear addition. The chemical properties of this compound make it suitable for injection in the fields of synthesis, physicochemistry, etc., because it may be used in the synthesis of more complex compounds, or because it has a rational value due to its own biological activity. The characteristics of its transformation have led researchers to explore its properties and reactions, so as to develop new synthesis methods and materials.
What are the common physical properties of 1-oxo-1,2,3, 4-tetrahydroisoquinoline?
1 - oxo - 1,2,3,4 - tetrahydroisoquinoline are organic compounds that often have the following common physical properties:
- ** Appearance properties **: At room temperature, it is mostly in solid form. Due to the specific conjugate system and atomic arrangement in the molecular structure, it has good stability and suitable intermolecular forces, so it exists in a solid state. Its appearance may be white to light yellow crystalline powder with pure color, reflecting the regularity and purity of the structure. This appearance characteristic provides an intuitive basis for identifying the substance. In experiments or production, its purity and category can be preliminarily determined by observing the color and morphology. < Br > - ** Melting Point Boiling Point **: The melting point is about 120-125 ° C. At a specific temperature, the molecule obtains enough energy to overcome the lattice energy, the lattice structure disintegrates, and the substance changes from solid to liquid. The melting point is affected by intermolecular forces, hydrogen bonds, and lattice structures. The Van der Waals force between 1-oxo-1,2,3,4-tetrahydroisoquinoline molecules and the potential hydrogen bond action jointly determine this melting point range. The boiling point is about 320-330 ° C. When the temperature rises to the boiling point, the substance changes from liquid to gas, and the molecule breaks free from the liquid phase and enters the gas phase. This process is related to the intermolecular forces and the relative molecular mass. The relative molecular mass and intermolecular forces of the compound make the boiling point in this range. The accurate determination of melting point and boiling point is of great significance for the identification, purification and application of this compound.
- ** Solubility **: Slightly soluble in water, due to strong hydrogen bonding between water molecules, 1-oxo-1,2,3,4-tetrahydroisoquinoline Although it contains polar groups, the overall structure is mainly non-polar benzene rings and heterocycles, and the interaction with water is weak, so it is difficult to dissolve. However, it is soluble in common organic solvents, such as ethanol, chloroform, dichloromethane, etc. Ethanol contains hydroxyl groups, which can form hydrogen bonds with the compound or have similar polar characteristics. The polarity and molecular structure of chloroform and dichloromethane enable it to generate van der Waals forces with 1-oxo-1,2,3,4-tetrahydroisoquinoline to improve solubility. Solubility characteristics are crucial in separation, purification and solvent selection for chemical reactions.
- ** Density **: The density is about 1.18 - 1.22 g/cm ³. The density depends on the molecular weight and the way the molecule is packed. The molecular weight of the compound and the way it is packed in the solid state create this density range. Density determination is significant for accurate metering, reactant proportions, and determining the location and distribution of substances in the mixed system.
What are the main uses of 1-oxo-1,2,3, 4-tetrahydroisoquinoline?
1 - oxo - 1, 2, 3, 4 - tetrahydroisoquinoline is one of the organic compounds. It has a wide range of uses in the field of medicinal chemistry and is often a key intermediate in the synthesis of many biologically active compounds. Due to its unique chemical structure, it can be derived from various chemical reactions.
In drug development, many compounds synthesized on the basis of it have exhibited antibacterial, antiviral, anti-tumor and other pharmacological activities. For example, some studies have focused on modifying its structure, hoping to create more efficient and low-toxicity anti-cancer drugs. By modifying them, the spatial configuration and electron cloud distribution of molecules can be adjusted to optimize the interaction with biological targets, thereby enhancing the efficacy of drugs.
In the field of materials science, 1-oxo-1,2,3,4-tetrahydroisoquinoline also has its uses. Because of its specific electronic properties and chemical stability, it can be used as a component of functional materials. For example, in the preparation of some organic optoelectronic materials, the introduction of such compounds can improve the optical and electrical properties of the materials, thereby enhancing the performance of devices, such as organic Light Emitting Diode (OLED), solar cells, etc. The performance can be optimized.
Furthermore, in the field of organic synthetic chemistry, it is often used as a key structural fragment to participate in the total synthesis of complex natural products and compounds with special structures. Chemists have gradually constructed complex and delicate molecular structures by ingeniously designing reaction routes, using 1-oxo-1, 2, 3, 4-tetrahydroisoquinoline as the starting material, which is of great significance for exploring new methods and strategies for organic synthesis and expanding the structural diversity of organic compounds.
What are the synthesis methods of 1-oxo-1,2,3, 4-tetrahydroisoquinoline?
There are various methods for the synthesis of 1-oxo-1,2,3,4-tetrahydroisoquinoline. One of the methods can be obtained by Pictet-Spengler reaction. This reaction is obtained by condensation and cyclization of aryl ethylamine with aldides or ketones under the action of acidic catalysts. If phenethylamine and formaldehyde are used as raw materials, under appropriate acid, such as p-toluenesulfonic acid, under heating conditions, the imine intermediate is first formed, and then the ring is closed, 1-oxo-1,2,3,4-tetrahydroisoquinoline can be obtained.
Furthermore, the Bischler-Napieralski reaction can also be used. With β-phenethylamine as the starting material, it is first reacted with acid chloride to obtain amide derivatives. Later, under the catalysis of Lewis acid, such as aluminum trichloride, the molecular cyclization is carried out, and the compound can also be obtained through dehydration and other steps. This reaction condition is more violent, and attention should be paid to the activity and selectivity of the reactants.
Another method is to use o-halobenzyl halide and nitrile as raw materials. Under the basic conditions of metal catalysts such as palladium, the nucleophilic substitution first occurs, and then the molecular closed ring reaction can finally synthesize 1-oxo-1,2,3,4-tetrahydroisoquinoline. This path requires high raw material requirements, and the reaction conditions also need to be carefully regulated. < Br >
Or by reducing 1-oxoisoquinoline. 1-oxoisoquinoline can be obtained by reducing 1-oxoisoquinoline with a suitable reducing agent, such as sodium borohydride-zinc chloride system. The key to this method is to control the amount of reducing agent and reaction temperature to prevent excessive reduction.
All synthesis methods have their own advantages and disadvantages. According to the availability of raw materials, the ease of control of reaction conditions and the purity requirements of the product, etc., carefully weigh and choose the best one.
What are the characteristics of 1-oxo-1,2,3, 4-tetrahydroisoquinoline in chemical reactions?
1 - oxo - 1,2,3,4 - tetrahydroisoquinoline is a key compound in organic synthesis, which has unique properties and performances in many chemical reactions.
This compound contains a unique structure, and its isoquinoline ring is partially hydrogenated, together with the carbonyl group on the ring, giving it specific reactivity. In nucleophilic addition reactions, the carbonyl group is an electrophilic center and is vulnerable to attack by nucleophilic reagents. For example, Grignard reagents or organolithium reagents can be added to it to generate corresponding alcohol derivatives, which can effectively build carbon-carbon bonds and expand the carbon skeleton of molecules, which is of great significance in the field of total synthesis of complex natural products. The nitrogen atom of
1-oxo-1,2,3,4-tetrahydroisoquinoline also has certain reactivity. Because there are lone pair electrons on the nitrogen atom, it can be used as a nucleophilic reagent to participate in the reaction. For example, under suitable conditions, it can undergo nucleophilic substitution reaction with halogenated hydrocarbons to form new nitrogen-containing derivatives. This reaction is used in the field of medicinal chemistry and provides an important way for the construction of nitrogen-containing active molecules.
In addition, the conjugation system of the compound has a great influence on its reactivity. The partially hydrogenated isoquinoline ring is conjugated with the carbonyl group, which changes the electron cloud distribution, affects the charge density of each atom, and then affects the reaction selectivity. In some oxidation or reduction reactions, this conjugated system can stabilize the reaction intermediate, promote the reaction to proceed according to a specific path, and guide the formation of a specific product.
Furthermore, the stereochemical factors of 1-oxo-1,2,3,4-tetrahydroisoquinoline cannot be ignored in the reaction. The spatial structure of the molecule affects the direction and difficulty of attack by nucleophiles or electrophiles. Through careful regulation of the reaction conditions, such as the selection of specific catalysts or solvents, effective control of the reaction stereochemistry can be achieved, and products of specific configurations can be selectively synthesized, which is crucial in the field of chiral drug synthesis.