Cas no 146397-87-7 (p-(Trifluoromethyl)phenyl Triflate)

Technical Introduction: p-(Trifluoromethyl)phenyl triflate is a versatile triflate ester widely employed in organic synthesis, particularly in cross-coupling reactions and electrophilic aromatic substitutions. Its strong electron-withdrawing p-trifluoromethyl group enhances reactivity, making it a valuable reagent for introducing trifluoromethylphenyl motifs into target molecules. The triflate leaving group facilitates efficient participation in palladium-catalyzed transformations, such as Suzuki and Heck couplings. This compound is favored for its stability under standard handling conditions and high purity, ensuring consistent performance in demanding synthetic applications. Its utility extends to pharmaceuticals, agrochemicals, and materials science, where precise functionalization of aromatic systems is critical.
p-(Trifluoromethyl)phenyl Triflate structure
146397-87-7 structure
Product Name:p-(Trifluoromethyl)phenyl Triflate
CAS No:146397-87-7
MF:C8H4F6O3S
MW:294.17098236084
MDL:MFCD07784330
CID:101213
PubChem ID:10565698
Update Time:2025-06-09

p-(Trifluoromethyl)phenyl Triflate Chemical and Physical Properties

Names and Identifiers

    • Methanesulfonic acid,1,1,1-trifluoro-, 4-(trifluoromethyl)phenyl ester
    • [4-(trifluoromethyl)phenyl] trifluoromethanesulfonate
    • p-(Trifluoromethyl)phenyl Triflate
    • p-CF3C6H4OTf
    • para-trifluoromethyl phenol triflate
    • PC4495
    • 4-(TRIFLUOROMETHYL)PHENYL TRIFLUOROMETHANESULFONATE
    • 4-(TRIFLUOROMETHYL)PHENYL TRIFLUOROMETHANESULPHONATE
    • MFCD07784330
    • trifluoromethanesulfonic acid [4-(trifluoromethyl)phenyl] ester
    • 146397-87-7
    • DTXSID30441866
    • BS-52717
    • AKOS040767392
    • A808502
    • SCHEMBL408478
    • E83923
    • [4-(trifluoromethyl)phenyl] tris(fluoranyl)methanesulfonate
    • Methanesulfonic acid, 1,1,1-trifluoro-, 4-(trifluoromethyl)phenyl ester
    • 4-(Trifluoromethyl)phenyltrifluoromethanesulphonate97%
    • 4-(Trifluoromethyl)phenyl trifluoromethanesulphonate 97%
    • MDL: MFCD07784330
    • Inchi: 1S/C8H4F6O3S/c9-7(10,11)5-1-3-6(4-2-5)17-18(15,16)8(12,13)14/h1-4H
    • InChI Key: DJHQEXVEXPOXGG-UHFFFAOYSA-N
    • SMILES: S(C(F)(F)F)(=O)(=O)OC1C=CC(C(F)(F)F)=CC=1

Computed Properties

  • Exact Mass: 293.97900
  • Monoisotopic Mass: 293.97853413g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 371
  • 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: 3.6
  • Topological Polar Surface Area: 51.8?2

Experimental Properties

  • PSA: 51.75000
  • LogP: 4.01460

p-(Trifluoromethyl)phenyl Triflate Security Information

  • Hazardous Material Identification: Xi

p-(Trifluoromethyl)phenyl Triflate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
T791465-1g
p-(Trifluoromethyl)phenyl Triflate
146397-87-7
1g
$ 130.00 2022-06-02
TRC
T791465-10g
p-(Trifluoromethyl)phenyl Triflate
146397-87-7
10g
$ 1045.00 2022-06-02
abcr
AB231441-1 g
4-(Trifluoromethyl)phenyl trifluoromethanesulphonate, 97%; .
146397-87-7 97%
1g
€198.10 2023-04-27
abcr
AB231441-5 g
4-(Trifluoromethyl)phenyl trifluoromethanesulphonate, 97%; .
146397-87-7 97%
5g
€481.20 2023-04-27
abcr
AB231441-25 g
4-(Trifluoromethyl)phenyl trifluoromethanesulphonate, 97%; .
146397-87-7 97%
25g
€1300.70 2023-04-27
eNovation Chemicals LLC
Y1249163-1g
Methanesulfonic acid, 1,1,1-trifluoro-, 4-(trifluoromethyl)phenyl ester
146397-87-7 98%
1g
$140 2024-06-08
eNovation Chemicals LLC
Y1249163-5g
Methanesulfonic acid, 1,1,1-trifluoro-, 4-(trifluoromethyl)phenyl ester
146397-87-7 98%
5g
$300 2024-06-08
eNovation Chemicals LLC
Y1249163-25g
Methanesulfonic acid, 1,1,1-trifluoro-, 4-(trifluoromethyl)phenyl ester
146397-87-7 98%
25g
$860 2024-06-08
TRC
T791465-1000mg
p-(Trifluoromethyl)phenyl Triflate
146397-87-7
1g
$161.00 2023-05-17
TRC
T791465-10000mg
p-(Trifluoromethyl)phenyl Triflate
146397-87-7
10g
$1263.00 2023-05-17

p-(Trifluoromethyl)phenyl Triflate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:146397-87-7)p-(Trifluoromethyl)phenyl Triflate
Order Number:A1134518
Stock Status:in Stock
Quantity:25g/5g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 22:37
Price ($):822.0/277.0

Additional information on p-(Trifluoromethyl)phenyl Triflate

Introduction to p-(Trifluoromethyl)phenyl Triflate (CAS No. 146397-87-7)

p-(Trifluoromethyl)phenyl Triflate, with the chemical formula C?H?F?O?S, is a highly versatile intermediate in organic synthesis and pharmaceutical development. Its unique structure, featuring a trifluoromethyl group and a triflate (CF?SO?O?) moiety, makes it a valuable tool for constructing complex molecules. This compound has garnered significant attention in recent years due to its applications in the synthesis of active pharmaceutical ingredients (APIs) and advanced materials.

The CAS No. 146397-87-7 uniquely identifies this compound in scientific literature and industrial applications. Its triflate functionality provides a highly reactive leaving group, facilitating various nucleophilic substitution reactions. This reactivity is particularly useful in the synthesis of heterocyclic compounds, which are prevalent in many modern drugs.

In the realm of pharmaceutical research, p-(Trifluoromethyl)phenyl Triflate has been employed in the development of novel therapeutic agents. The trifluoromethyl group is known to enhance the metabolic stability and lipophilicity of molecules, making them more suitable for oral administration. Recent studies have demonstrated its role in synthesizing kinase inhibitors, which are critical in treating cancers and inflammatory diseases.

One of the most compelling aspects of this compound is its utility in cross-coupling reactions. The triflate group can be selectively displaced by various nucleophiles, including aryl halides, alkoxides, and thiols, enabling the construction of diverse molecular architectures. For instance, palladium-catalyzed cross-coupling reactions using p-(Trifluoromethyl)phenyl Triflate have been reported to yield biaryl compounds with high efficiency and selectivity.

The pharmaceutical industry has also explored the use of this compound in the synthesis of antiviral and antibacterial agents. The presence of the trifluoromethyl group often confers enhanced binding affinity to biological targets, improving the efficacy of drug candidates. Additionally, its incorporation into drug molecules has been shown to prolong their half-life, reducing the frequency of dosing required.

Recent advancements in synthetic methodologies have further expanded the applications of p-(Trifluoromethyl)phenyl Triflate. For example, flow chemistry techniques have been utilized to achieve scalable and sustainable production of derivatives of this compound. These methods not only improve yield but also minimize waste, aligning with green chemistry principles.

In material science, this compound has found applications in the synthesis of advanced polymers and coatings. The trifluoromethyl group imparts unique properties such as thermal stability and chemical resistance, making it suitable for high-performance materials used in aerospace and electronics industries.

The reactivity of p-(Trifluoromethyl)phenyl Triflate also makes it a valuable intermediate in agrochemical research. Its ability to participate in various transformations allows for the development of novel pesticides and herbicides with improved environmental profiles.

As research continues to uncover new applications for this compound, its importance in synthetic chemistry is only likely to grow. The combination of its structural features and reactivity makes it an indispensable tool for chemists working across multiple disciplines.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:146397-87-7)p-(Trifluoromethyl)phenyl Triflate
A1134518
Purity:99%/99%
Quantity:25g/5g
Price ($):822.0/277.0
Email