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Purchase CAS:65753-47-1 | 2-Chloro-3-(trifluoromethyl)pyridine,view related peer-reviewed papers,technical documents,similar products,MSDS & more.Synthesis AnalysisThe synthesis of 2-Chloro-3-(trifluoromethyl)pyridine involves several key steps, starting from nicotinamide via Hofmann degradation, oxidative chlorination, and diazotization-alcoholysis, achieving an overall yield of up to 48.7% based on nicotinamide (Zuo Hang-dong, 2010). The sy...
The synthesis of 2-Chloro-3-(trifluoromethyl)pyridine involves several key steps, starting from nicotinamide via Hofmann degradation, oxidative chlorination, and diazotization-alcoholysis, achieving an overall yield of up to 48.7% based on nicotinamide (Zuo Hang-dong, 2010). The synthesis reaction principles have been analyzed, pointing out the importance of N occupation on the pyridine ring and the presence of an electron-withdrawing group on the α-site for the feasibility of side-chain chlorination (Liu Guang-shen, 2014).
The molecular structure of 2-Chloro-3-(trifluoromethyl)pyridine has been characterized using various spectroscopic methods, including FT-IR, 1H and 13C NMR. The molecular structural parameters and vibrational frequencies were computed using HF and DFT methods, providing detailed insights into the compound's structural characteristics (M. Evecen et al., 2017).
2-Chloro-3-(trifluoromethyl)pyridine undergoes various chemical reactions, including nucleophilic substitution and electrophilic aromatic substitution, due to the presence of both the chloro and trifluoromethyl groups. It serves as a versatile building block for the synthesis of trifluoromethylated N-heterocycles (Manjunath Channapur et al., 2019).
The compound's physical properties, such as melting point, boiling point, and solubility, are crucial for its handling and application in various chemical syntheses. However, specific studies focusing solely on these physical properties were not identified in the current literature search.
2-Chloro-3-(trifluoromethyl)pyridine's chemical properties, including reactivity towards different nucleophilic and electrophilic agents, are significant for its application in synthetic organic chemistry. Its ability to participate in various chemical reactions makes it a valuable intermediate for developing new chemical entities (A. M. Sipyagin et al., 1994).
2-Chloro-3-(trifluoromethyl)pyridine (also known as trifluoromethylpyridine or TFMP) and its derivatives are key structural ingredients in active agrochemical ingredients. They are used in the protection of crops from pests.
Among TFMP derivatives, 2,3-dichloro-5-(trifluoromethyl)-pyridine (2,3,5-DCTF) is used as a chemical intermediate for the synthesis of several crop-protection products. It can be obtained by direct chlorination and fluorination of 3-picoline and followed by aromatic nuclear chlorination of the pyridine ring.
The major use of TFMP derivatives is in the protection of crops from pests. More than 20 new TFMP-containing agrochemicals have acquired ISO common names.
TFMP derivatives are also used in the pharmaceutical and veterinary industries. Five pharmaceutical and two veterinary products containing the TFMP moiety have been granted market approval, and many candidates are currently undergoing clinical trials.
The biological activities of TFMP derivatives are thought to be due to the combination of the unique physicochemical properties of the fluorine atom and the unique characteristics of the pyridine moiety.
2-Chloro-3-(trifluoromethyl)pyridine can be used in the synthesis of metal-organic frameworks (MOFs). MOFs are a class of compounds consisting of metal ions or clusters coordinated to organic ligands to form one-, two-, or three-dimensional structures.
The specific methods of application in the synthesis of MOFs are not specified in the sources.
The results or outcomes of this application are not specified in the sources.
2-Chloro-3-(trifluoromethyl)pyridine can be used in the preparation of (trifluoromethyl)pyridyllithiums via metalation reaction.
The specific methods of application in the preparation of (trifluoromethyl)pyridyllithiums are not specified in the sources.
The results or outcomes of this application are not specified in the sources.
2-Chloro-3-(trifluoromethyl)pyridine can be used in the synthesis of methiodide salts.
The specific methods of application in the synthesis of methiodide salts are not specified in the sources.
The results or outcomes of this application are not specified in the sources.
2-Chloro-3-(trifluoromethyl)pyridine can be used in the preparation of 5,5’-bis (trifluoromethyl)-2,2’-bipyridine, via modified Ullmann reaction.
The specific methods of application in the preparation of 5,5’-bis (trifluoromethyl)-2,2’-bipyridine are not specified in the sources.
The results or outcomes of this application are not specified in the sources.
2-Chloro-3-(trifluoromethyl)pyridine can be used in the synthesis of metal-organic frameworks (MOFs). MOFs are a class of compounds consisting of metal ions or clusters coordinated to organic ligands to form one-, two-, or three-dimensional structures.
The specific methods of application in the synthesis of MOFs are not specified in the sources.
The results or outcomes of this application are not specified in the sources.
2-Chloro-3-(trifluoromethyl)pyridine can be used in the preparation of (trifluoromethyl)pyridyllithiums via metalation reaction.
The specific methods of application in the preparation of (trifluoromethyl)pyridyllithiums are not specified in the sources.
The results or outcomes of this application are not specified in the sources.
2-Chloro-3-(trifluoromethyl)pyridine can be used in the synthesis of methiodide salts.
The specific methods of application in the synthesis of methiodide salts are not specified in the sources.
The results or outcomes of this application are not specified in the sources.
2-Chloro-3-(trifluoromethyl)pyridine can be used in the preparation of 5,5’-bis (trifluoromethyl)-2,2’-bipyridine, via modified Ullmann reaction.
The specific methods of application in the preparation of 5,5’-bis (trifluoromethyl)-2,2’-bipyridine are not specified in the sources.
The results or outcomes of this application are not specified in the sources.
2-Chloro-3-(trifluoromethyl)pyridine is considered hazardous. It can cause severe skin burns and eye damage, and may cause respiratory irritation. It is also toxic if swallowed or in contact with skin. The compound is classified as Acute Tox. 3 Dermal, Acute Tox. 3 Oral, Aquatic Chronic 3, Eye Dam. 1, Skin Corr. 1B, and STOT RE 1.
The North America market for 2-Chloro-3-(trifluoromethyl)pyridine is estimated to increase from 3.69 million USD in 2023 to reach 4.52 million USD by 2029, at a CAGR of 3.44% during the forecast period of 2023 through 2029. This suggests that the demand and applications for this compound are expected to grow in the future.
Product Name: | 2-Chloro-3-(trifluoromethyl)pyridine |
Synonyms: | 2-Chloro-alpha,alpha,alpha-trifluoro-3-picoline;2-Chloro-3-(trifluoromethyl)ptridine;2-Chloro-3-trifuoromethylpyridine;2-CHLORO-3-(TRIFLUOROMETHYL)PYRIDINE, 97;2-CHLORO-3-(TRIFLUOROMETHYL)PYRIDINE;2,3-ctf;BUTTPARK 45\10-29;PYRIDINE, 2-CHLORO-3-(TRIFLUOROMETHYL)- |
CAS: | 65753-47-1 |
MF: | C6H3ClF3N |
MW: | 181.54 |
EINECS: | 424-520-6 |
Product Categories: | Fluorine series;Chloropyridines;Halopyridines;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridine;Pyridine series;Halides;Pyridines;Pyridines derivates;1 |
Mol File: | 65753-47-1.mol |
2-Chloro-3-(trifluoromethyl)pyridine Chemical Properties |
Melting point | 36-40 °C(lit.) |
Boiling point | 166-168°C |
density | 1.416±0.06 g/cm3(Predicted) |
Fp | 180 °F |
solubility | soluble in Methanol |
pka | -1.68±0.10(Predicted) |
form | Crystals |
color | Semi-transparent |
BRN | 4179716 |
InChIKey | RXATZPCCMYMPME-UHFFFAOYSA-N |
CAS DataBase Reference | 65753-47-1(CAS DataBase Reference) |