2-Chloro-3-methylpyridine 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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Chemical Formula |
C6H6ClN |
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Exact Mass |
127 |
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Molecular Weight |
128 |
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m/z |
127 (100.0%), 129 (32.0%), 128 (6.5%), 130 (2.1%) |
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Elemental Analysis |
C, 56.49; H, 4.74; Cl, 27.79; N, 10.98 |
2-Chloro-3-methylpyridine is an organic compound with a Molecular formula of C6H6ClN. It has extensive applications in many fields.Pesticides and insecticides:It can be used as an intermediate for pesticides and insecticides. It can react with other compounds to form pesticide products with insecticidal, bactericidal, or herbicide properties. These pesticides are widely used in the protection of farmland, orchards, and horticultural crops, playing an important role in controlling crop diseases and pests.Spices and food additives:It can be used to synthesize compounds with special aromas and is widely used in spices and food additives.
It can provide unique flavors and aromas for food, beverages, and tobacco products. In addition, it can also be used for the synthesis of seasonings, caffeine, and other food ingredients.Coatings and Dye Industry:It can be used as an important raw material in the dye and coating industries. It can be used to produce various dye pigments, providing different color effects for textiles, leather, plastics, and paints. In addition, it can also be used to synthesize polymer and resin materials, and to prepare high-performance coatings, inks, and adhesives.
Other applications:In addition to the above applications, It can also be used to prepare electronic materials, rubber processing aids, surfactants, dye intermediates, and preservatives. Its chemical properties and reactivity make it play an important role in many industrial and scientific fields.2-chloro-3-methylpyridine is an organic compound with a specific chemical structure and properties. It is a product where one hydrogen atom on the pyridine ring is replaced by a methyl group, and the other hydrogen atom is replaced by a chlorine atom. This compound has unique reactivity and can participate in various chemical reactions to generate a series of biologically active derivatives.
Synthetic insecticides:It is an important raw material for synthesizing various insecticides. For example, it can be used to synthesize new nicotine insecticides such as imidacloprid and imidacloprid. These insecticides have the characteristics of high efficiency, low toxicity, and broad spectrum, and have good control effects on various pests. Imidacloprid is one of the representative varieties of highly efficient new insecticides worldwide, widely used in agricultural production, and has significant control effects on pests such as aphids, leafhoppers, and planthoppers.In addition, it can also be used to synthesize other types of insecticides, such as imidacloprid and thiacloprid.
Synthetic herbicides:In addition to insecticides, it can also be used to synthesize various herbicides. For example, it can be used as an important raw material for the synthesis of herbicides such as fludioxonil and fludioxonil. These herbicides have the characteristics of high efficiency, low toxicity, and good selectivity, and have good control effects on various weeds.Pifluazin is one of the dominant herbicides in developed countries such as the United States and Japan, widely used in agricultural production. It mainly achieves weed control by inhibiting the growth and development of weeds. At the same time, it can also improve the stress resistance of crops, enhance their growth potential, and thus increase their yield and quality.
Synthetic fungicides:It can also be used to synthesize various fungicides. For example, it can be used as an important raw material for synthesizing fungicides such as fluazinam.
These fungicides have the characteristics of broad-spectrum, high efficiency, and low toxicity, and have good control effects on various diseases.
Fluazinam is a broad-spectrum fungicide that has good control effects on various diseases such as powdery mildew, rust, leaf spot, etc. It mainly achieves the purpose of preventing and treating diseases by inhibiting the growth and reproduction of pathogenic bacteria.
At the same time, it can also improve the stress resistance of crops, enhance their growth potential, and thus increase their yield and quality.
Application as a pesticide intermediate:This substance can also serve as a crucial synthetic intermediate for the preparation of other pesticide products, supporting the development and production of diversified pesticide varieties. It can be applied to synthesize novel agrochemical agents including pyridine pyrethroid insecticides, pyridine diphenyl ether herbicides and pyridine sulfonylurea herbicides. The finished pesticides possess prominent advantages of high pesticidal activity, low biological toxicity and excellent target selectivity, and deliver stable and favorable control efficacy against a variety of harmful pests and farmland weeds.
In addition, it can also be used to synthesize new pesticides such as pyridine containing benzoylurea insecticides and pyridine containing nicotine nitroene insecticides. These pesticides play an important role in agricultural production, helping to improve crop yield and quality.
2-Chloro-3-methylpyridine can be prepared through various synthetic methods. The following are some common laboratory synthesis methods and their corresponding Chemical equation:
1. Chloroalkylation reaction:
In this method, chloroalkanes are used as alkylation reagents to carry out Substitution reaction with pyridine to generate product.
Chemical equation:
C6H5Cl+CH3CH2MgBr → C6H5CH2CH3+MgBrCl
C6H5CH2CH3+C5H5N → C6H5CH2C5H4N+H2
2. Electrophilic substitution:
This method uses electrophilic reagents (such as haloalkanes or anhydride) to generate product through Substitution reaction with pyridine.
Chemical equation:
C6H5NO2+3 HCl → C6H5NH2+2 H2O+Cl2
C6H5NH2+CH3COCl → C6H5NHC (O) CH3+HCl
C6H5NHC (O) CH3+C5H5N → C6H5NHC (O) C5H4N+CH3COOH
3. Redox:
In this method, the nitrogen atom in pyridine is reduced to amino group with reducing agent, and then Substitution reaction is carried out with haloalkane to obtain product.
Chemical equation:
C6H5N+3 H2 → C6H5NH2
C6H5NH2+CH3I → C6H5NCH3+HI
C6H5NCH3+C5H5N → C6H5NCH3C5H4N+C5H5N
4. Oxidation reaction:
This method uses oxidant to oxidize the carbon atom in pyridine into ketone group, and then Substitution reaction with haloalkane to generate product.
Chemical equation:
C6H5N+[O] → C6H5NO2
C6H5NO2+CH3I → C6H5NOC (CH3) 3+HI
C6H5NOC (CH3) 3+C5H5N → C6H5NOC (CH3) 3C5H4N+C5H5N
What are the side effects of this compound?
Environmental hazards
Water pollution: If discharged into the environment without proper treatment, it may cause pollution to water bodies and affect the survival and reproduction of aquatic organisms.Soil pollution: The accumulation of this substance in the soil may also have adverse effects on soil microorganisms and plants, thereby affecting the balance of the ecosystem.
Stimulus to the respiratory system
Respiratory irritation: The steam or mist it produces may cause irritation to the respiratory tract, leading to coughing, difficulty breathing, or discomfort in the throat. Long term or high concentration exposure may increase the risk of respiratory diseases.
Irritation to the skin and eyes
Skin irritation: This compound may cause irritation to the skin, leading to redness, pain, or burns. Long term exposure or high concentration exposure may increase the risk of skin damage.
Eye irritation: This substance may also cause severe irritation to the eyes, leading to redness, tearing, pain, or blurred vision. In severe cases, it may even lead to permanent eye damage.
Advantages of 2Chloro 3methylpyridine over similar products
1. Higher chemical reactivity
Benefiting from the synergistic effect of chlorine and methyl groups on the pyridine ring, 2Chloro 3methylpyridine exhibits higher molecular activity than ordinary pyridine derivatives. It can efficiently undergo nucleophilic substitution, coupling and cyclization reactions under mild conditions, effectively reducing reaction activation energy and improving the efficiency of organic synthesis.
2. Excellent reaction selectivity
Its specific ortho-substituted structure can precisely regulate the electron cloud distribution of the heterocyclic ring.
Compared with single-substituted or other isomeric pyridine products, it effectively avoids side reactions, significantly reduces by-product generation, and greatly improves the purity and final yield of downstream synthetic products.
3. Broader industrial applicability
2Chloro 3methylpyridine has strong structural compatibility and can be flexibly applied in the synthesis of pharmaceuticals, high-efficiency pesticides and fine chemical additives.
It adapts to various process routes from laboratory research to large-scale industrial production, showing wider application versatility than many single-function pyridine intermediates.
4. Better comprehensive stability and operability
This product features stable physical and chemical properties at room temperature, with low volatility and resistance to slight humidity and temperature changes. It is not easy to decompose, discolor or deactivate during storage and reaction. It has lower transportation and preservation risks and better industrial operability than many unstable substituted pyridine homologues.
FAQ
2Chloro 3methylpyridine is a typical substituted pyridine derivative that presents as a colorless to pale yellow transparent liquid at room temperature and atmospheric pressure. It has moderate volatility and a unique pyridine-based slight pungent odor, with excellent solubility in conventional organic solvents including ethanol, methanol, dichloromethane and ethyl acetate, while being slightly soluble in water. The compound features a stable heterocyclic molecular skeleton, with chlorine atom and methyl group substituting the pyridine ring, which endows it with moderate chemical stability under normal temperature conditions, and it will not decompose or deteriorate easily in routine storage and low-temperature reaction environments.
2Chloro 3methylpyridine is an essential fine chemical and pharmaceutical intermediate for synthesizing high-value downstream products. It is primarily utilized to produce heterocyclic pesticides such as fungicides, insecticides and herbicides, enhancing the targeting and biological activity of pesticide molecules. In pharmaceutical manufacturing, it is widely adopted for the synthesis of anti-inflammatory, antibacterial and central nervous system regulatory drugs. It also supports the preparation of organic chemical additives and heterocyclic functional monomers, covering core application scenarios of fine chemical synthesis, pharmaceutical research and pesticide production.
2Chloro 3methylpyridine has excellent reaction activity due to its special molecular substitution structure. The chlorine atom on the pyridine ring is an active leaving group, which can efficiently participate in nucleophilic substitution, coupling and cyclization reactions, providing diversified derivation paths for organic synthesis. Compared with other pyridine analogs, the methyl group on its molecular structure can adjust the electron cloud density of the heterocyclic ring, effectively improving reaction selectivity and reducing by-product generation. Moreover, it adapts to mild and conventional synthetic reaction conditions, with high reaction yield and easy post-reaction purification, which is suitable for both laboratory research and large-scale industrial production.
2Chloro 3methylpyridine should be tightly sealed and stored in a cool, dry, ventilated and dark environment, kept away from high temperature, strong light, moisture and incompatible chemicals to avoid deterioration and volatile loss. Standard protective measures are required during handling to prevent skin contact and vapor inhalation, so as to maintain its purity and stable synthetic activity for long-term use.
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