Cas no 69034-12-4 (2-Chloro-5-(trifluoromethyl)pyrimidine)

2-Chloro-5-(trifluoromethyl)pyrimidine is a versatile heterocyclic compound featuring a pyrimidine core substituted with a chloro group at the 2-position and a trifluoromethyl group at the 5-position. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The electron-withdrawing trifluoromethyl group enhances the compound's stability and influences its electrophilic properties, facilitating selective nucleophilic substitution reactions. Its chloro substituent allows for further functionalization, enabling the construction of complex molecular frameworks. The compound's high purity and consistent performance make it suitable for applications in medicinal chemistry, particularly in the development of bioactive molecules. Its compatibility with various reaction conditions underscores its utility in industrial and research settings.
2-Chloro-5-(trifluoromethyl)pyrimidine structure
69034-12-4 structure
Product Name:2-Chloro-5-(trifluoromethyl)pyrimidine
CAS No:69034-12-4
MF:C5H2ClF3N2
MW:182.530990123749
MDL:MFCD09753482
CID:501043
PubChem ID:13317019
Update Time:2025-06-11

2-Chloro-5-(trifluoromethyl)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-5-(trifluoromethyl)pyrimidine
    • Pyrimidine, 2-chloro-5-(trifluoromethyl)- (9CI)
    • Pyrimidine,2-chloro-5-(trifluoromethyl)-
    • PC5409
    • 2-chloro-5-(trifluoromethyl)-pyrimidine
    • 2-CHLORO-5-TRIFLUOROMETHYLPYRIMIDINE
    • PubChem21416
    • TYCYTQLXAIDJNF-UHFFFAOYSA-N
    • BCP20070
    • SBB089954
    • BBL102369
    • STL556170
    • 2-Chloro-5-trifluoromethyl-pyrimidine
    • RP24354
    • FCH1122997
    • TRA0051693
    • SY00
    • CHEMBL5205619
    • PS-8523
    • Z1255365587
    • A836321
    • MFCD09753482
    • AKOS007930237
    • J-508804
    • H10948
    • FT-0649353
    • SY005527
    • EN300-104687
    • Pyrimidine, 2-chloro-5-(trifluoromethyl)-
    • Pyrimidine,2-chloro-5-(trifluoromethyl)-(9ci)
    • DTXSID80536599
    • AMY6373
    • 2-chloranyl-5-(trifluoromethyl)pyrimidine
    • CS-W008510
    • 2-Chloro-5-(trifluoromethyl)pyrimidine, 96%
    • SCHEMBL485196
    • AC-29859
    • 69034-12-4
    • MDL: MFCD09753482
    • Inchi: 1S/C5H2ClF3N2/c6-4-10-1-3(2-11-4)5(7,8)9/h1-2H
    • InChI Key: TYCYTQLXAIDJNF-UHFFFAOYSA-N
    • SMILES: ClC1=NC=C(C=N1)C(F)(F)F

Computed Properties

  • Exact Mass: 181.98600
  • Monoisotopic Mass: 181.9858603g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 130
  • 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
  • Topological Polar Surface Area: 25.8
  • XLogP3: 2

Experimental Properties

  • Density: 1.504±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 48-52?°C
  • Boiling Point: 222.1±35.0 oC (760 Torr),
  • Flash Point: Fahrenheit: 159.8 ° f < br / > Celsius: 71 ° C < br / >
  • Solubility: Slightly soluble (8.8 g/l) (25 o C),
  • PSA: 25.78000
  • LogP: 2.14880
  • Sensitiveness: Sensitive to humidity

2-Chloro-5-(trifluoromethyl)pyrimidine Security Information

2-Chloro-5-(trifluoromethyl)pyrimidine Pricemore >>

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Additional information on 2-Chloro-5-(trifluoromethyl)pyrimidine

Recent Advances in the Application of 2-Chloro-5-(trifluoromethyl)pyrimidine (CAS: 69034-12-4) in Chemical Biology and Pharmaceutical Research

2-Chloro-5-(trifluoromethyl)pyrimidine (CAS: 69034-12-4) is a versatile chemical intermediate that has garnered significant attention in recent years due to its broad applicability in medicinal chemistry and drug discovery. This heterocyclic compound, characterized by its chloro and trifluoromethyl substituents, serves as a key building block for the synthesis of various biologically active molecules. Recent studies have highlighted its role in the development of novel therapeutic agents, particularly in the areas of oncology, infectious diseases, and central nervous system disorders.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 2-Chloro-5-(trifluoromethyl)pyrimidine as a precursor in the synthesis of potent kinase inhibitors. Researchers utilized this compound to develop a series of pyrimidine-based derivatives that exhibited nanomolar inhibitory activity against several cancer-related kinases, including EGFR and VEGFR. The study emphasized the importance of the trifluoromethyl group in enhancing binding affinity and metabolic stability, making it a valuable structural motif in drug design.

In the field of agrochemicals, 2-Chloro-5-(trifluoromethyl)pyrimidine has been employed as a key intermediate in the synthesis of novel pesticides and herbicides. A recent patent application (WO2023056789) disclosed its use in the development of trifluoromethylpyrimidine-containing compounds with potent fungicidal activity against a broad spectrum of plant pathogens. The unique electronic properties imparted by the trifluoromethyl group were found to significantly improve the compounds' bioavailability and environmental persistence.

Recent advancements in synthetic methodologies have also expanded the applications of 2-Chloro-5-(trifluoromethyl)pyrimidine. A 2024 publication in Organic Letters described a novel palladium-catalyzed cross-coupling reaction that enables efficient functionalization of this compound at the 4-position, opening new avenues for the creation of diverse molecular libraries. This methodological breakthrough has particular significance for fragment-based drug discovery programs where rapid diversification of core scaffolds is essential.

From a safety and regulatory perspective, recent toxicological studies have provided important data on the handling and environmental impact of 2-Chloro-5-(trifluoromethyl)pyrimidine. A comprehensive assessment published in Chemical Research in Toxicology (2023) established its acute toxicity profile and recommended appropriate safety measures for industrial-scale production. These findings are particularly relevant as the compound sees increasing use in pharmaceutical manufacturing processes.

Looking forward, the unique properties of 2-Chloro-5-(trifluoromethyl)pyrimidine position it as a crucial component in the development of next-generation therapeutics. Ongoing research is exploring its potential in targeted protein degradation strategies, where its ability to serve as a warhead in PROTAC molecules is being actively investigated. The compound's versatility and the growing body of research supporting its applications suggest it will remain a focal point in chemical biology and pharmaceutical research for years to come.

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