Cas no 1196153-98-6 (2-Chloro-5-(trifluoromethyl)pyridin-3-ol)

2-Chloro-5-(trifluoromethyl)pyridin-3-ol is a fluorinated pyridine derivative with significant utility in pharmaceutical and agrochemical synthesis. Its trifluoromethyl and chloro substituents enhance reactivity, making it a valuable intermediate for constructing complex molecules. The hydroxyl group at the 3-position offers further functionalization potential, enabling diverse derivatization pathways. This compound exhibits high purity and stability under standard storage conditions, ensuring consistent performance in synthetic applications. Its structural features contribute to improved bioavailability and metabolic stability in active ingredients. The compound is particularly useful in the development of herbicides, insecticides, and pharmaceutical candidates, where its electron-withdrawing groups influence binding affinity and selectivity.
2-Chloro-5-(trifluoromethyl)pyridin-3-ol structure
1196153-98-6 structure
Product Name:2-Chloro-5-(trifluoromethyl)pyridin-3-ol
CAS No:1196153-98-6
MF:C6H3ClF3NO
MW:197.542330980301
MDL:MFCD13189916
CID:1024810
PubChem ID:54759089
Update Time:2025-11-02

2-Chloro-5-(trifluoromethyl)pyridin-3-ol Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-5-(trifluoromethyl)pyridin-3-ol
    • DTXSID20716691
    • SY066490
    • 3-Pyridinol, 2-chloro-5-(trifluoromethyl)-
    • SCHEMBL20354681
    • WXB15398
    • EN300-1936723
    • AB69381
    • AKOS015907818
    • FKCDGTROGJFCOT-UHFFFAOYSA-N
    • BS-19993
    • MFCD13189916
    • 2-chloro-3-hydroxy-5-(trifluoromethyl)pyridine
    • 1196153-98-6
    • CS-0134089
    • 2-CHLORO-3-HYDROXY-5-TRIFLUOROMETHYLPYRIDINE
    • DB-093720
    • MDL: MFCD13189916
    • Inchi: 1S/C6H3ClF3NO/c7-5-4(12)1-3(2-11-5)6(8,9)10/h1-2,12H
    • InChI Key: FKCDGTROGJFCOT-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=C(C=N1)C(F)(F)F)O

Computed Properties

  • Exact Mass: 196.98600
  • Monoisotopic Mass: 196.9855259g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 163
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 33.1?2

Experimental Properties

  • PSA: 33.12000
  • LogP: 2.45940

2-Chloro-5-(trifluoromethyl)pyridin-3-ol Pricemore >>

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Additional information on 2-Chloro-5-(trifluoromethyl)pyridin-3-ol

2-Chloro-5-(trifluoromethyl)pyridin-3-ol (CAS No. 1196153-98-6): A Comprehensive Overview

2-Chloro-5-(trifluoromethyl)pyridin-3-ol, with the CAS number 1196153-98-6, is a specialized chemical compound that has garnered significant attention in the pharmaceutical and agrochemical industries. This compound, often referred to by its abbreviated name 2-chloro-5-(trifluoromethyl)-3-hydroxypyridine, is a key intermediate in the synthesis of various active ingredients. Its unique structural features, including the presence of a chloro and trifluoromethyl group, make it a versatile building block for researchers and manufacturers alike.

The molecular formula of 2-Chloro-5-(trifluoromethyl)pyridin-3-ol is C6H3ClF3NO, and it has a molecular weight of 197.54 g/mol. The compound is characterized by its pyridine ring, which is substituted at the 2-position with a chlorine atom, at the 5-position with a trifluoromethyl group, and at the 3-position with a hydroxyl group. This combination of substituents imparts unique electronic and steric properties to the molecule, making it highly reactive in various chemical transformations.

One of the most notable applications of 2-Chloro-5-(trifluoromethyl)pyridin-3-ol is in the synthesis of pharmaceutical intermediates. Researchers have utilized this compound to develop novel drug candidates targeting a range of therapeutic areas, including central nervous system (CNS) disorders and infectious diseases. The trifluoromethyl group, in particular, is known to enhance the metabolic stability and bioavailability of drug molecules, making it a valuable moiety in medicinal chemistry.

In the agrochemical sector, 2-Chloro-5-(trifluoromethyl)pyridin-3-ol serves as a precursor for the development of advanced pesticides and herbicides. The chloro and trifluoromethyl substituents contribute to the compound's ability to interact with biological targets, such as enzymes and receptors, in pest species. This has led to the creation of more effective and environmentally friendly crop protection agents, addressing the growing demand for sustainable agricultural solutions.

The synthesis of 2-Chloro-5-(trifluoromethyl)pyridin-3-ol typically involves multi-step organic reactions, including halogenation and functional group transformations. Advanced techniques such as catalytic fluorination and regioselective chlorination are often employed to achieve high yields and purity. The compound is usually supplied as a white to off-white crystalline powder, with a purity of ≥98% as determined by high-performance liquid chromatography (HPLC).

From a market perspective, the demand for 2-Chloro-5-(trifluoromethyl)pyridin-3-ol has been steadily increasing, driven by its applications in high-growth industries. Pharmaceutical companies are particularly interested in this compound due to its potential in drug discovery and development. Additionally, the agrochemical industry's focus on innovative pest control solutions has further boosted its market value. Analysts predict that the global market for pyridine derivatives like this one will continue to expand, with a compound annual growth rate (CAGR) of approximately 5-7% over the next decade.

Safety and handling of 2-Chloro-5-(trifluoromethyl)pyridin-3-ol require standard laboratory precautions. While not classified as highly hazardous, it is recommended to use personal protective equipment (PPE) such as gloves and safety goggles when handling the compound. Proper storage conditions include keeping the material in a cool, dry place, away from direct sunlight and incompatible substances. Material safety data sheets (MSDS) provide detailed guidance on handling, storage, and disposal procedures.

Recent advancements in synthetic chemistry have opened new avenues for the application of 2-Chloro-5-(trifluoromethyl)pyridin-3-ol. Researchers are exploring its use in the development of novel materials, including liquid crystals and organic semiconductors. The compound's electronic properties make it particularly interesting for optoelectronic applications, where its ability to modulate electron density could lead to breakthroughs in device performance.

For those seeking to purchase 2-Chloro-5-(trifluoromethyl)pyridin-3-ol, it is essential to source the material from reputable suppliers who can provide certificates of analysis (CoA) and ensure consistent quality. The compound is typically available in research quantities (grams to kilograms) for laboratory use, with larger quantities available for industrial applications. Pricing varies depending on purity and quantity, with current market rates ranging from $200 to $500 per gram for high-purity samples.

In conclusion, 2-Chloro-5-(trifluoromethyl)pyridin-3-ol (CAS 1196153-98-6) represents a valuable chemical building block with diverse applications across multiple industries. Its unique structural features and reactivity profile make it an indispensable tool for researchers and manufacturers working in pharmaceuticals, agrochemicals, and advanced materials. As scientific understanding of this compound continues to grow, its potential applications are likely to expand, further solidifying its position as a key intermediate in modern chemical synthesis.

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