Production Method 1

507-63-1

83766-52-3

Reaction Conditions

1.1 Catalysts: Copper Solvents: Dimethyl sulfoxide ;  120 °C

Reference

Synthesis and characterization of photoresponsive POSS-based polymers and their switchable water and oil wettability on cotton fabric

Huang, Jianbao; et al, RSC Advances, 2015, 5(121), 100339-100346

Production Method 2

507-63-1

83766-52-3

83766-51-2

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Rose Bengal Solvents: Acetonitrile ;  36 h

Reference

Benign Perfluoroalkylation of Aniline Derivatives through Photoredox Organocatalysis under Visible-Light Irradiation

Barata-Vallejo, Sebastian; et al, European Journal of Organic Chemistry, 2015, 2015(36), 7869-7875

Production Method 3

507-63-1

83766-52-3

83766-51-2

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Rose Bengal Solvents: Acetonitrile ;  48 h

Reference

Benign Perfluoroalkylation of Aniline Derivatives through Photoredox Organocatalysis under Visible-Light Irradiation

Barata-Vallejo, Sebastian; et al, European Journal of Organic Chemistry, 2015, 2015(36), 7869-7875

Production Method 4

507-63-1

540-37-4

83766-52-3

Reaction Conditions

Reference

Syntheses of azobenzene derivatives having fluoroalkyl chain and their monomolecular film formation at the air/water interface

Yoshino, Norio; et al, Bulletin of the Chemical Society of Japan, 1992, 65(8), 2141-4

Production Method 5

507-63-1

540-37-4

83766-52-3

Reaction Conditions

1.1 Catalysts: Copper Solvents: Dimethyl sulfoxide ;  5 min, 125 °C; 12 h, 125 °C; 125 °C → rt
1.2 Reagents: Water ;  rt

Reference

Synthesis and catalytic activity of fluorous chiral primary amine-thioureas

Orlandi, Simonetta; et al, New Journal of Chemistry, 2013, 37(12), 4140-4147

Production Method 6

507-63-1

83766-52-3

Reaction Conditions

Reference

Direct perfluoroalkylation of functionalized benzenes with perfluoroalkyl halides and copper bronze

Fuchikami, Takamasa; et al, Journal of Fluorine Chemistry, 1983, 22(6), 541-56

Production Method 7

83766-52-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Ethanol ;  1 h, reflux

Reference

Highly Site-Selective Formation of Perfluoroalkylated Anilides via a Protecting Strategy by Molybdenum Hexacarbonyl Catalyst

Yuan, Chunchen; et al, Organic Letters, 2019, 21(16), 6481-6484

Production Method 8

507-63-1

83766-52-3

Reaction Conditions

1.1 Reagents: Sodium carbonate ,  Carbon monoxide ,  Potassium fluoride Catalysts: Molybdenum hexacarbonyl Solvents: Dimethyl sulfoxide ;  48 h, 1 atm, 140 °C
2.1 Reagents: Hydrochloric acid Solvents: Ethanol ;  1 h, reflux

Reference

Highly Site-Selective Formation of Perfluoroalkylated Anilides via a Protecting Strategy by Molybdenum Hexacarbonyl Catalyst

Yuan, Chunchen; et al, Organic Letters, 2019, 21(16), 6481-6484

4-Perfluorooctylaniline Raw materials

• Perfluorooctyl iodide
• 4-Iodoaniline

4-Perfluorooctylaniline Preparation Products

• Benzenamine, 2-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctyl)- (83766-51-2)
• 4-Perfluorooctylaniline (83766-52-3)

• 1. An inter-tangled network of redox-active and conducting polymers as a cathode for ultrafast rechargeable batteries
  Jieun Kim,Han-Saem Park,Tae-Hee Kim,Sung Yeol Kim,Hyun-Kon Song Phys. Chem. Chem. Phys., 2014,16, 5295-5300
• 2. Achieving crystal-induced room temperature phosphorescence and reversible photochromic properties by strong intermolecular interactions?
  Fuming Xiao,Mengzhu Wang,Yunxiang Lei,Wenbo Dai,Yunbing Zhou,Miaochang Liu,Wenxia Gao,Xiaobo Huang,Huayue Wu J. Mater. Chem. C, 2020,8, 17410-17416
• 3. An antioxidant self-healing hydrogel for 3D cell cultures?
  Lei Yang,Yuan Zeng,Haibo Wu,Chunwu Zhou,Lei Tao J. Mater. Chem. B, 2020,8, 1383-1388
• 4. Aluminium complexes with thio-phosphorus ligands: syntheses and characterisations of [Al2(CyPS3)2(CyPHS2)2] and [Al(S2PPh2)3]?
  Robert P. Davies,Maria A. Giménez,Laura Patel,Andrew J. P. White Dalton Trans., 2008, 5705-5707
• 5. An atlas of endohedral Sc2S cluster fullerenes?
  Li-Hua Gan,Rui Wu,Jian-Lei Tian,Patrick W. Fowler Phys. Chem. Chem. Phys., 2017,19, 419-425

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Aniline and substituted anilines

Comprehensive Analysis of 4-Perfluorooctylaniline (CAS No. 83766-52-3): Properties, Applications, and Environmental Considerations

4-Perfluorooctylaniline (CAS No. 83766-52-3) is a fluorinated organic compound that has garnered significant attention in both industrial and academic research due to its unique chemical properties. This compound belongs to the family of perfluorinated anilines, characterized by a perfluorooctyl group attached to an aniline moiety. Its molecular structure combines the hydrophobic and lipophobic nature of perfluorinated chains with the reactivity of an aromatic amine, making it a versatile intermediate in specialty chemical synthesis.

The growing interest in fluorinated compounds like 4-Perfluorooctylaniline is driven by their exceptional thermal stability, chemical resistance, and surface-active properties. These attributes have led to applications in coatings, surfactants, and advanced materials. Recent studies highlight its role in developing water-repellent textiles and oil-resistant coatings, aligning with the global demand for high-performance materials in sectors such as automotive and aerospace.

From an environmental perspective, the persistence of perfluorinated chemicals (PFCs) has become a hot topic in sustainability discussions. Researchers are actively investigating the biodegradability and eco-toxicity profiles of compounds like 4-Perfluorooctylaniline. Innovations in green chemistry aim to reduce the environmental footprint of such substances while maintaining their functional benefits. This balance is critical for industries seeking compliance with regulations like REACH and EPA guidelines.

In analytical chemistry, CAS No. 83766-52-3 serves as a reference standard for detecting trace-level fluorinated contaminants. Advanced techniques such as LC-MS (Liquid Chromatography-Mass Spectrometry) and GC-MS (Gas Chromatography-Mass Spectrometry) rely on its well-defined spectral properties for accurate quantification. This application is particularly relevant in environmental monitoring, where precision is paramount.

The synthesis of 4-Perfluorooctylaniline typically involves nucleophilic aromatic substitution or palladium-catalyzed coupling reactions. Recent patents emphasize improvements in yield and purity through catalyst optimization, reflecting the compound's industrial importance. Its derivatives are also explored in pharmaceutical intermediates and electronic materials, though these applications require rigorous purity standards.

Consumer awareness of PFAS (Per- and Polyfluoroalkyl Substances) has surged, prompting manufacturers to seek alternatives or modified versions of fluorinated anilines. While 4-Perfluorooctylaniline itself is not classified as hazardous under current guidelines, its structural similarity to regulated PFAS necessitates proactive risk assessments. Transparent communication about its safe handling and disposal is essential for stakeholder trust.

In summary, 4-Perfluorooctylaniline (CAS No. 83766-52-3) exemplifies the dual challenges and opportunities posed by fluorinated compounds. Its industrial utility must be weighed against evolving environmental standards, driving innovation in both application technologies and sustainable practices. Future research will likely focus on degradation pathways and bio-based alternatives to meet circular economy goals.

• 181059-75-6(Benzenamine, 4-(2,2,3,3,4,4,4-heptafluorobutyl)-)
• 114262-65-6(Benzenamine, 4-(nonafluorobutyl)-)
• 119489-67-7(Benzenamine,3-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctyl)-)
• 919289-98-8(Benzenamine, 4-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)-)
• 2398-79-0(Benzenamine, N,N-dimethyl-4-(nonafluorobutyl)-)
• 139613-89-1(Benzenamine, 2-(tridecafluorohexyl)-)
• 1583-93-3(Benzenamine, 3-(heptafluoropropyl)-)
• 106877-28-5(Benzenamine, 2-(nonafluorobutyl)-)
• 119534-79-1(Benzenamine, 3-(tridecafluorohexyl)-)
• 139613-90-4(4-(Perfluorohexyl)aniline)