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2-Chloro-4,6-dimethoxypyrimidine is an organic compound with a Molecular formula of C6H7ClN2O2, CAS 13223-25-1, and a molecular weight of 174.58 g/mol. It is a white crystalline solid. The melting point range is usually between 70 and 74 ° C. Soluble in some organic solvents at room temperature, such as ethanol, methanol, Dimethyl sulfoxide, etc. Relatively stable under conventional experimental conditions. It can be stored for a long time in dry, dark, and sealed containers. It has a wide range of applications in various aspects of electrochemistry.
It plays an important role in fields such as electrode materials, electrocatalysts, electrolytes, sensors, electroanalysis, and electrochemical synthesis. By developing and optimizing relevant materials and methods, the development of electrochemical technology can be promoted, promoting progress in energy conversion, environmental monitoring, and biomedical fields.
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C.F |
C6H7ClN2O2 |
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E.M |
174 |
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M.W |
175 |
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m/z |
174 (100.0%), 176 (32.0%), 175 (6.5%), 177 (2.1%) |
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E.A |
C, 41.28; H, 4.04; Cl, 20.31; N, 16.05; O, 18.33 |
2-chloro-4,6-dimethoxypyrimidine (CAS number: 13223-25-1), also known as 4,6-dimethoxy-2-chloropyrimidine, is a substance of significant importance in the field of pesticide chemistry. As a pesticide intermediate, it plays a crucial role in the synthesis of a series of highly efficient and low toxicity herbicides.
Introduction
Pesticides play a crucial role in agricultural production, as they can effectively control weeds, pests, and diseases, and improve crop yield and quality. However, traditional pesticides often have problems such as high toxicity and long residue time, posing potential threats to the environment and human health. Therefore, the development of efficient, low toxicity, and environmentally friendly new pesticides has become one of the hotspots in the field of pesticide chemistry.As an important pesticide intermediate, it has shown great potential in the synthesis of new herbicides due to its unique chemical structure and properties.
By modifying and modifying its structure, a series of compounds with different mechanisms of action.
And efficient weed control activity can be prepared, providing strong support for agricultural production.
Synthesis of Salicylic Acid Pyrimidine Series herbicides
Salicylic acid pyrimidine series herbicides are a class of compounds with efficient weed control activity, which achieve weed control by interfering with the growth process of plants.
As a key intermediate in the synthesis of salicylic acid pyrimidine herbicides, its importance is self-evident.In the synthesis process of salicylic acid pyrimidine herbicides, compounds with herbicidal activity are formed by specific chemical reactions with salicylic acid or its derivatives. These compounds not only have efficient herbicidal activity, but are also environmentally friendly, with short residual time and minimal impact on crop growth.
Preparation of herbicides such as bisoprolol
Diclofenac is an efficient and low toxicity herbicide mainly used for weeding rice fields. It can effectively inhibit the growth of weeds and has a relatively small impact on the growth of rice. Plays a crucial role in the synthesis process of bisoprolol.
When synthesizing bisoprolol, it first reacts with specific alcohol compounds to form intermediate products. Then, the intermediate product undergoes a series of chemical reactions and is ultimately converted into dicotyledonous ether.
This synthesis method is not only easy to operate, but also has high yield and stable product quality, providing an effective solution for weed control in rice fields.
Synthesis of herbicides such as azoxystrobin
Azoxystrobin is a broad-spectrum and highly effective herbicide mainly used for controlling various broad-leaved weeds and grass weeds. It can achieve weed control by inhibiting the photosynthesis of weeds. It also plays an important role in the synthesis of azoxystrobin.When synthesizing azoxystrobin.
It first reacts with specific thiol compounds to form sulfide bonds.Then, through a series of chemical reactions, the thioether bond is converted into a compound with herbicidal activity.
This synthesis method not only has the characteristics of high efficiency and low toxicity, but also can selectively weed different weed species, improving the weed control effect.
Synthesis of herbicides such as azoxystrobin
Maicao Ke is an efficient and low toxicity herbicide mainly used for controlling weeds in farmland. It can achieve weed control by interfering with the growth process of weeds. It also plays an important role in the synthesis process of azoxystrobin.When synthesizing glyphosate, it reacts with specific amine compounds to form compounds with herbicidal activity. This compound not only has efficient weed control activity, but also has little impact on crop growth and is environmentally friendly.Therefore, glyphosate has been widely used in agricultural production.
Synthesis of herbicides such as pyrimidine oxime herbicide
Pyrimidine oxime herbicide is a new, efficient, and broad-spectrum herbicide mainly used for controlling weeds in rice fields. It can achieve weed control by inhibiting the growth of weeds. It also plays a key role in the synthesis process of pyrimethanil.When synthesizing pyrimethanil, it first reacts with specific oxime compounds to form compounds with herbicidal activity. This compound not only has efficient herbicidal activity, but also has little impact on the growth of rice and is environmentally friendly. Therefore, pyrimethanil has been widely used in weed control in rice fields.
Advantages of pesticide intermediates
As an intermediate of pesticides, the synthesized herbicides have efficient herbicidal activity. These herbicides can effectively inhibit weed growth, improve crop yield and quality. At the same time, they have little impact on the growth of crops and do not cause phytotoxicity.
Synthetic herbicides have the characteristic of selective weed control. They can selectively weed different types of weeds with little impact on crop growth.
This selective weed control feature is beneficial for improving weed control effectiveness, reducing pesticide usage, and lowering agricultural production costs.
As a pesticide intermediate, its synthesis method is relatively simple and easy to operate.
Meanwhile, these herbicides are also easy to process and store, making them convenient for use in agricultural production.
Overview on the synthesis of 2-Chloro-4,6-dimethoxypyrimidine using Malononitrile, methanol and monocyandiamide:
First, prepare the two starting substances, Malononitrile (CH3C ∨ N) and methanol (CH3OH). They can usually be purchased from commercial compound suppliers or synthesized using known synthesis methods.
(1) Preparation of reactants: mix Malononitrile and methanol in a certain proportion to form a reaction solution.
(2) Adding catalyst: Add an appropriate amount of sodium cyanide (NaCN) to the reaction solution as a catalyst.
This reaction is generally carried out under heating and stirring conditions. The reaction temperature and time can be adjusted according to specific laboratory conditions and reaction control requirements.
This synthesis process involves multi-step reactions. The following is a simplified example of Chemical equation, which is only used to describe the reaction process. The actual reaction may involve more intermediate products and steps:
C3H2N2+CH3OH+NaCN → Intermediate product 1
Intermediate product 1+CH3OH+HCl → Intermediate product 2
Intermediate product 2+CH3OH+HCl → C6H7ClN2O2+H2O+NaCl
Please note that this is only a simplified example of the Chemical equation, and the actual reaction may involve more intermediates and optimization of reaction conditions. Before conducting experiments, please always refer to the latest research papers and experimental guidelines for more specific and accurate information.
2-Chloro-4,6-dimethoxypyrimidine (2-chloro-4,6-di Methoxy group pyrimidine) is an organic compound, its Molecular formula is C7H8ClN2O2, and its relative molecular weight is 182.60. Through the description of its molecular structure, we can better understand its chemical properties and applications.The molecular structure of it consists of a pyrimidine ring and two Methoxy group (- OCH3) groups. On the pyrimidine ring, the substituents are located at carbon atoms 2 and 6, while there is a chlorine atom (Cl) on carbon atom 2.
This chlorine atom is obtained by replacing a hydrogen atom on the pyrimidine ring.In addition, the two Methoxy group groups in product are connected to carbon atoms 4 and 6.The Methoxy group group is formed by one carbon atom and three hydrogen atoms of methyl (- CH3) and one oxygen atom (O).The presence of Methoxy group groups increases the polarity and solubility of compounds.In the molecular structure, the pyrimidine ring consists of five carbon atoms and one nitrogen atom, each of which forms a Covalent bond with adjacent carbon atoms and nitrogen atoms.
The carbon atoms 2 and 6 on the pyrimidine ring are connected to the substituent group through a single bond.To sum up, the molecular structure of product can be briefly described as follows: carbon atoms 2 and 6 on the pyrimidine ring are replaced by one chlorine atom and two Methoxy group groups. This structure makes it have important application value in fields such as electrochemical reactions, electrocatalysis, and electrochemical analysis.
Frequently Asked Questions
Why is it considered an ideal electrophilic reagent for constructing chiral centers in asymmetric synthesis?
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The chlorine atom at position 2 is a highly reactive leaving group, while the two methoxy groups at positions 4 and 6 are strong electron donating groups. This electronic structure gives its 2-position carbon strong electrophilicity, but at the same time, it is relatively "soft" and easy to undergo highly selective SNAr (aromatic nucleophilic substitution) reactions with various nucleophiles, including chiral nucleophiles.
How does it act as a key "bridge" molecule when constructing "pyrimidine fused heterocycles"?
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It can serve as an electrophilic reagent and undergo cyclic condensation with bifunctional nucleophiles (such as ortho phenylenediamine) to construct fused ring systems such as quinazolines in one step; Alternatively, it can be reacted with a nucleophilic reagent first, and the remaining methoxy or chlorine groups can be further cyclized to achieve modular and step-by-step construction of complex heterocycles.
Is there a difference in the reactivity of its two methoxy groups?
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How to achieve selective deprotection or conversion? Usually, due to symmetry, the activity of two methoxy groups is equivalent. However, under specific conditions (such as strong Lewis acid catalysis or the introduction of large steric hindrance groups first), selective demethylation or substitution of one of the methoxy groups can be achieved through steric hindrance or electronic effect differences, providing possibilities for subsequent diversified derivations.
Why is it the "star" intermediate for synthesizing certain highly efficient herbicides (such as sulfonylureas) in pesticide chemistry?
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Because it perfectly integrates the key reaction sites required for subsequent modifications: chlorine atoms facilitate the introduction of nitrogen-containing heterocycles; Methoxy can be hydrolyzed into hydroxyl groups, which can then be derived into sulfonylurea bridging bonds. This makes the route for synthesizing final pesticide molecules from it as a starting material short, efficient, and atomically economical.
Why is it said that there are often overlooked stability risks in storage and operation?
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Although more stable than aliphatic chlorinated compounds, their chlorine atoms still have certain reactivity. May slowly hydrolyze in humid environments; Long term exposure to air or light may result in darkening of color and decreased purity. Therefore, it needs to be stored in a dry, dark, sealed manner, and should not be left for a long time.
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