Production Method 1

1821034-39-2

98837-98-0

100-52-7

52771-21-8

659-28-9

94651-33-9

Reaction Conditions

1.1 Catalysts: Tris(2,2′-bipyridine)ruthenium(2+) bis(hexafluorophosphate) Solvents: Acetonitrile ;  1 h, rt

Reference

Radical Trifluoromethoxylation of Arenes Triggered by a Visible-Light-Mediated N-O Bond Redox Fragmentation

Jelier, Benson J. ; Tripet, Pascal F. ; Pietrasiak, Ewa; Franzoni, Ivan ; Jeschke, Gunnar ; et al, Angewandte Chemie, 2018, 57(42), 13784-13789

Production Method 2

927-84-4

100-52-7

52771-21-8

659-28-9

94651-33-9

Reaction Conditions

1.1 Catalysts: Ruthenium(2+), tris(4,4′-dimethyl-2,2′-bipyridine-κN1,κN1′)-, (OC-6-11)-, hexafl… Solvents: Acetonitrile ;  cooled; 16 h, rt

Reference

Radical C-H Trifluoromethoxylation of (Hetero)arenes with Bis(trifluoromethyl)peroxide

Dix, Stefan; Golz, Paul; Schmid, Jonas R. ; Riedel, Sebastian ; Hopkinson, Matthew N., Chemistry - A European Journal, 2021, 27(45), 11554-11558

Production Method 3

2246643-75-2

100-52-7

37181-39-8

52771-21-8

659-28-9

94651-33-9

Reaction Conditions

1.1 Catalysts: Tris(2,2′-bipyridine)ruthenium(2+) bis(hexafluorophosphate) Solvents: Acetonitrile ;  1 h, rt

Reference

Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

Nyuchev, Alexander V. ; Wan, Ting ; Cendon, Borja; Sambiagio, Carlo ; Struijs, Job J. C. ; et al, Beilstein Journal of Organic Chemistry, 2020, 16, 1305-1312

Production Method 4

100-52-7

1479-49-8

52771-21-8

659-28-9

94651-33-9

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Tris(2,2′-bipyridine)ruthenium(2+) bis(hexafluorophosphate) Solvents: Acetonitrile ;  16 h, rt

Reference

Photocatalytic preparation of perfluoroalkoxy-substituted arenes and heteroarenes

, World Intellectual Property Organization, , ,

3-(Trifluoromethoxy)benzaldehyde Raw materials

• Pyridinium, 4-cyano-1-(trifluoromethoxy)-
• Peroxide,bis(trifluoromethyl)
• N-Propyl-Methyl Piperidinium Bis(trifluoroMethylsulfonyl)Imide
• 1H-Benzotriazolium, 1-methyl-7-nitro-3-(trifluoromethoxy)-5-(trifluoromethyl)-
• Benzaldehyde
• Methane, oxybis[trifluoro-

3-(Trifluoromethoxy)benzaldehyde Preparation Products

• 4-(Trifluoromethoxy)benzaldehyde (659-28-9)
• 2-(Trifluoromethoxy)benzaldehyde (94651-33-9)
• 3-(Trifluoromethoxy)benzaldehyde (52771-21-8)

• 1. Design, synthesis and biological evaluation of 6-aryl-1,6-dihydro-1,3,5-triazine-2,4-diamines as antiplasmodial antifolates
  Anna C. U. Lourens,David Gravestock,Robyn L. van Zyl,Heinrich C. Hoppe,Natasha Kolesnikova,Supannee Taweechai,Yongyuth Yuthavong,Sumalee Kamchonwongpaisan,Amanda L. Rousseau Org. Biomol. Chem. 2016 14 7899

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Introduction to 3-(Trifluoromethoxy)benzaldehyde (CAS No. 52771-21-8)

3-(Trifluoromethoxy)benzaldehyde, with the chemical formula C?H?FO? and CAS number 52771-21-8, is a fluorinated aromatic aldehyde that has garnered significant attention in the field of pharmaceuticals and agrochemicals due to its versatile reactivity and structural properties. This compound serves as a crucial intermediate in the synthesis of various biologically active molecules, making it a subject of extensive research and industrial application.

The trifluoromethoxy substituent in the molecule imparts unique electronic and steric effects, which influence its chemical behavior and biological activity. The presence of the aldehyde group (CHO) further enhances its utility as a building block for more complex structures. These features have positioned 3-(Trifluoromethoxy)benzaldehyde as a key player in the development of novel therapeutic agents and functional materials.

In recent years, the pharmaceutical industry has witnessed a surge in the demand for fluorinated compounds due to their improved metabolic stability, lipophilicity, and binding affinity to biological targets. 3-(Trifluoromethoxy)benzaldehyde fits well within this trend, as it can be readily incorporated into drug molecules to enhance their pharmacological properties. For instance, it has been utilized in the synthesis of kinase inhibitors, which are critical in treating cancers and inflammatory diseases.

One of the most compelling aspects of 3-(Trifluoromethoxy)benzaldehyde is its role in medicinal chemistry. Researchers have leveraged its reactivity to develop new scaffolds for drug discovery. The compound’s ability to undergo various transformations, such as condensation reactions with amines to form Schiff bases or participation in cyclization reactions to form heterocyclic compounds, makes it an invaluable tool for synthetic chemists. These transformations often lead to the discovery of new molecules with enhanced biological activity.

Moreover, the fluorinated aromatic ring in 3-(Trifluoromethoxy)benzaldehyde contributes to its stability under various conditions, which is a desirable trait for pharmaceutical intermediates. This stability ensures that the compound remains intact during synthetic processes, minimizing side reactions and improving yield. Additionally, the trifluoromethoxy group can modulate the electronic properties of the aromatic ring, influencing its interactions with biological targets.

Recent studies have highlighted the potential of 3-(Trifluoromethoxy)benzaldehyde in developing novel agrochemicals. The compound’s structural features make it an effective precursor for synthesizing herbicides and pesticides with improved efficacy and environmental compatibility. For example, derivatives of this compound have shown promising results in controlling resistant weed species while maintaining low toxicity to non-target organisms.

The synthetic pathways for 3-(Trifluoromethoxy)benzaldehyde are well-documented and highly efficient. One common method involves the reaction of trifluoroanisole with formylating agents under controlled conditions. This approach allows for high yields and purity, making it suitable for industrial-scale production. Advances in catalytic systems have further refined these processes, reducing reaction times and minimizing waste.

In conclusion, 3-(Trifluoromethoxy)benzaldehyde (CAS No. 52771-21-8) is a multifaceted compound with significant applications in pharmaceuticals and agrochemicals. Its unique structural features, combined with its reactivity, make it an indispensable tool for synthetic chemists and drug developers. As research continues to uncover new applications for this compound, its importance in advancing chemical biology and material science is likely to grow even further.

• 659-28-9(4-(Trifluoromethoxy)benzaldehyde)
• 853771-90-1(4-Methoxy-3-(trifluoromethoxy)benzaldehyde)
• 85684-61-3(3-(Difluoromethoxy)benzaldehyde)
• 93249-62-8(2-Hydroxy-5-(trifluoromethoxy)benzaldehyde)
• 1000339-55-8(3-Methyl-5-(trifluoromethoxy)benzaldehyde)
• 675596-34-6(4'-TRIFLUOROMETHOXY-BIPHENYL-3-CARBALDEHYDE)
• 53104-95-3(4-Hydroxy-3-(trifluoromethoxy)benzaldehyde)
• 50823-91-1(3-(Trifluoromethoxy)benzaldehyde)
• 73960-07-3(4-(Difluoromethoxy)benzaldehyde)
• 398156-35-9(4'-(trifluoromethoxy)-[1,1'-biphenyl]-4-carbaldehyde)