22792-02-5

Basic information

• Product Name: Phenol, 4-(octylamino)-
• Synonyms: 4-n-octylaminophenol;4-hydroxy-N-octyl-aniline;4-Octylamino-phenol
• CAS NO: 22792-02-5
• Molecular Formula: C14H23NO
• Molecular Weight: 221.343
• Mol File: 22792-02-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 123 °C
• Boiling Point: 360.9±25.0 °C(Predicted)
• Density: 0.993±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Phenol, 4-(octylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 4-(octylamino)-(22792-02-5)
• EPA Substance Registry System: Phenol, 4-(octylamino)-(22792-02-5)

Safety Data

• Hazardous Substances Data: 22792-02-5(Hazardous Substances Data)

Upstream product

• 111-86-4 n-Octylamine 
• 106-48-9 4-chloro-phenol 
• 538-23-8 tricaprilin 
• 123-30-8 4-amino-phenol 
• 629-05-0 n-octyne 
• 124-13-0 Octanal 
• 1014-66-0 trimethyl(4-nitrophenoxy)silane 
• 38841-98-4 n-octylmagnesium chloride 

Relevant articles and documents

Anti-Markovnikov Addition of Anilines to Aliphatic Terminal Alkynes Catalyzed by an 8-Quinolinolato Rhodium Complex

Anti-Markovnikov addition of anilines to aliphatic terminal alkynes proceeded using an 8-quinolinolato rhodium/phosphine catalyst system. The use of a strong organic base, 1,1,3,3,–tetramethylguanidine, in the catalyst system enabled the formation of the aldimine products. Substrates with various functional groups including polar groups such as a phenolic hydroxy group are applicable to the hydroamination.

Highly reactive, general and long-lived catalysts for palladium-catalyzed amination of heteroaryl and aryl chlorides, bromides, and iodides: Scope and structure-activity relationships

We describe a systematic study of the scope and relationship between ligand structure and activity for a highly efficient and selective class of catalysts containing sterically hindered chelating alkylphosphines for the amination of heteroaryl and aryl chlorides, bromides, and iodides. In the presence of this catalyst, aryl and heteroaryl chlorides, bromides, and iodides react with many primary amines in high yields with part-per-million quantities of palladium precursor and ligand. Many reactions of primary amines with both heteroaryl and aryl chlorides, bromides, and iodides occur to completion with 0.0005-0.05 mol % catalyst. A comparison of the reactivity of this catalyst for the coupling of primary amines at these loadings is made with catalysts generated from hindered monophosphines and carbenes, and these data illustrate the benefits of chelation. Studies on structural variants of the most active catalyst indicate that a rigid backbone in the bidentate structure, strong electron donation, and severe hindrance all contribute to its high reactivity. Thus, these complexes constitute a fourth-generation catalyst for the amination of aryl halides, whose activity complements catalysts based on monophosphines and carbenes.

Enhancement of antioxidant activity of p-alkylaminophenols by alkyl chain elongation

The initial finding that the p-methylaminophenol (6) exhibited antioxidant activity led us to investigate whether the length of alkyl chains linked to the aminophenol residue might affect antioxidative activity. Therefore, we synthesized p-butylaminophenol (5), p-hexylaminophenol (4), p-octylaminophenol (3), and p-methoxybenzylaminophenol (7). All p-alkylaminophenols quenched α,α-diphenyl-β-picrylhydrazyl (DPPH) radicals, with 7 being the most potent DPPH radical scavenger. Lipid peroxidation by rat liver microsomes was reduced by p-alkylaminophenols in dose- and aminophenol alkyl chain length-dependent fashion (3>4>5>6), with 3 being the most potent lipid peroxidation inhibitor, at approximately 350-fold higher potency than 6. These results indicate that elongation of alkyl chains in p-alkylaminophenols may increase antioxidative activity, and that p-alkylaminophenols may potentially be useful in the development of antioxidants.