314084-63-4

Basic information

• Product Name: 3,5-diethylbiphenyl-4-amine
• Synonyms: [1,1'-biphenyl]-4-amine, 3,5-diethyl-; 3,5-Diethyl-4-biphenylamine; 3,5-Diethylbiphenyl-4-amine
• CAS NO: 314084-63-4
• Molecular Formula: C₁₆H₁₉N
• Molecular Weight: 225.3288
• Mol File: 314084-63-4.mol

Chemical Properties

• Boiling Point: 340.9°C at 760 mmHg
• Flash Point: 163.5°C
• Density: 1.012g/cm³
• Vapor Pressure: 8.36E-05mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: 3,5-diethylbiphenyl-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-diethylbiphenyl-4-amine(314084-63-4)
• EPA Substance Registry System: 3,5-diethylbiphenyl-4-amine(314084-63-4)

Safety Data

• Hazardous Substances Data: 314084-63-4(Hazardous Substances Data)

Upstream product

• 579-66-8 2,6-diethylaniline 
• 56746-19-1 4-bromo-2,6-diethylaniline 
• 98-80-6 phenylboronic acid 

Relevant articles and documents

Room-temperature Suzuki-Miyaura cross-coupling reaction with α-diimine Pd(II) catalysts

An α-diimine Pd(II) complex containing chiral sec-phenethyl groups, {bis[N,N′-(4-methyl-2-sec-phenethylphenyl)imino]-2,3-butadiene}dichloropalladium (rac-C1), was synthesized and characterized. rac-C1 was applied as an efficient catalyst for the Suzuki-Miyaura cross-coupling reaction between various aniline halides and arylboronic acid in PEG-400-H2O at room temperature. Among a series of aniline halides, rac-C1 did not catalyze the cross-coupling of aniline chlorides and fluorides but efficiently catalyzed the cross-coupling of aniline bromides and iodides with phenylboronic acid. The catalytic activity reduced slightly with increasing steric hindrance of the aniline bromides. The complexes {bis[N,N′-(4-fluoro-2,6-diphenylphenyl)imino]-2,3-butadiene}dichloropalladium and {bis[N,N′-(4-fluoro-2,6-diphenylphenyl)imino]acenaphthene}dichloropalladium were also found to be efficient catalysts for the reaction.

Transformation of mutagenic aromatic amines into non-mutagenic species by alkyl substituents: Part I. Alkylation ortho to the amino function

Alkyl-substituted derivatives of 2-aminonaphthalene (2-AN) 1, 2-aminofluorene (2-AF) 6 and 4-aminobiphenyl (4-ABP) 11 were synthesized and the mutagenic activity of these compounds determined in Salmonella typhimurium strains TA98 and TA100 with and without S9 mix. In the case of the ortho-substituted 4-aminobiphenyls 12-15 (3-alkyl = ethyl, iso-propyl, n-butyl, tert-butyl) the substituent with the strongest steric demand (3-tert-butyl) shows the strongest influence on the decrease of mutagenicity if compared with the parent compound. In the series of the bis-ortho-disubstituted compounds 16-18 (3,5-dimethyl-, 3,5-diethyl- and 3,5-diisopropyl-4-aminobiphenyl) generation of non-mutagenic species occurs already with the introduction of two ethyl groups. For the 4-aminobiphenyl derivatives 12-15 and 16-18, as well as for the 1-alkylated 2-aminofluorenes 7-10 and the 1-alkylated 2-aminonaphthalenes 2-5 a smaller mutagenicity was observed if compared with predicted mutagenicities as calculated by the QSAR equations of Debnath et al. (Environ. Mol. Mutagen. 19 (1992) 37). The largest differences resulted in the cases of the tert-butyl substituted compounds. Only with smaller alkyl groups like ethyl the QSAR predictions and the experimentally determined mutagenicities come close to each other. Thus, these results show that appropriate alkyl substitution reduces (eliminates) mutagenicity, secondly, it is necessary to introduce steric parameters to predict the mutagenicity of such compounds correctly.