1739-00-0

Basic information

• Product Name: PHENETHYL-PHENYL-AMINE
• Synonyms: PHENETHYL-PHENYL-AMINE;N-Phenethylaniline;N-Phenylbenzeneethanamine;Benzeneethanamine, N-phenyl-;Einecs 217-099-3;N-Phenylbenzeneethaneamine
• CAS NO: 1739-00-0
• Molecular Formula: C₁₄H₁₅N
• Molecular Weight: 197.28
• EINECS: 217-099-3
• Mol File: 1739-00-0.mol
• Article Data: 135

Chemical Properties

• Boiling Point: 353.1 °C at 760 mmHg
• Flash Point: 178.7 °C
• Appearance: /
• Density: 1.06 g/cm³
• Vapor Pressure: 3.67E-05mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: PHENETHYL-PHENYL-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENETHYL-PHENYL-AMINE(1739-00-0)
• EPA Substance Registry System: PHENETHYL-PHENYL-AMINE(1739-00-0)

Safety Data

• Hazardous Substances Data: 1739-00-0(Hazardous Substances Data)

Usage

General Description

Phenethyl-phenyl-amine, also known as phenethylamine, is a chemical compound with the molecular formula C8H11N. It is a primary amine and is derived from phenethylamine by substitution of a phenyl group for a hydrogen atom. Phenethyl-phenyl-amine is a psychoactive and stimulant compound that is found naturally in the human body and in some plants. It is known for its effects on mood, energy levels, and attention, and has been used as a recreational drug. The compound has also been studied for its potential medical applications, particularly in the treatment of depression and other mood disorders. Additionally, it is a precursor to various other compounds with pharmacological activities.

InChI:InChI=1/C14H15N/c1-3-7-13(8-4-1)11-12-15-14-9-5-2-6-10-14/h1-10,15H,11-12H2

Upstream product

• 100-42-5 styrene 
• 62-53-3 aniline 
• 28899-97-0 triphenylbismuth(V) diacetate 
• 64-04-0 phenethylamine 
• 60-12-8 2-phenylethanol 
• 2325-27-1 N-phenyltriphenyliminophosphorane 
• 103-63-9 1-phenyl-2-bromoethane 
• 108-90-7 chlorobenzene 
• 17376-04-4 2-phenethyl iodide 
• 93-98-1 N-phenyl benzoyl amide 
• 103-82-2 phenylacetic acid 
• 101-48-4 phenylacetaldehyde dimethyl acetal 
• 108-86-1 bromobenzene 
• 24722-38-1 β-phenethylammonium acetate 

Downstream Products

• 7001-94-7 N-Phenyl-phenaethylcarbaminsaeure-chlorid 
• 439908-02-8 3-(R)-(benzyl(phenyl)carbamoyloxy)-1(3-(thiophen-2-yl)propyl)-1-azoniabicyclo[2.2.2]octane bromide 
• 439909-11-2 phenethyl(phenyl)carbamic acid 1-azabicyclo[2.2.2]oct-3(R)-yl ester 
• 951028-23-2 3-methyl-N-phenethyl-N-phenylisonicotinamide 
• 20972-43-4 trans-azoxybenzene 
• 1431660-75-1 5-ethyl-3-phenyl-1H-indole 
• 1504-16-1 3-phenyl-1H-indole 
• 6772-51-6 2-phenyl-3,4-dihydroisoquinolin-1(2H)-one 
• 1416437-40-5 N-phenethyl-N-phenylbenzimidamide 
• 56839-21-5 1,2,4-triphenyl-1H-imidazole 
• 1416437-61-0 1,4-diphenyl-2-(thiophen-2-yl)-4,5-dihydro-1H-imidazole 
• 1416437-45-0 N-phenethyl-N-phenylthiophene-2-carboximidamide 
• 1416437-60-9 2-(4-bromophenyl)-1,4-diphenyl-4,5-dihydro-1H-imidazole 
• 1416437-44-9 4-bromo-N-phenethyl-N-phenylbenzimidamide 

Relevant articles and documents

β-phenylethylamines, indolines and isoquinolones via hydroamination of styrenes by microwave irradiation

Microwave irradiation promotes hydroamination of styrenes. This method can be used as a direct way of producing different kinds of bioactive compounds: open chain compounds like β-phenylethylamines or cyclized products like indolines or isoquinolones.

Anti-Markovnikov hydroaminations of styrene catalyzed by palladium(II) N-heterocyclic carbene complexes under conventional and microwave heating

Six palladium(II) complexes with benzimidazole-based N-heterocyclic carbene ligands were synthesized by transmetallation reactions between silver(I) N-heterocyclic carbene complexes and PdCl2(PhCN)2. The complexes were characterized by physicochemical and spectroscopic methods. The palladium complexes were tested as catalysts for intermolecular hydroamination reactions of styrene with various anilines in ionic liquids under both conventional and microwave heating. All of these complexes proved to be catalytically active in these reactions. The anti-Markovnikov addition products were selectively obtained by using 1?mol% of the palladium complex.

Titanium amido- and imido-complexes supported by a tridentate pyrrolyl ligand: Syntheses, characterisation and catalytic activities

The complexes [Ti(NMe2)2(pmpmi)] [H2pmpmi = (2-pyrrolylmethene)-(2-pyrrolylmethyl)imine], [Ti(NtBu)(pmpmi)(py) 2], [Ti(NtBu)(pmpmi)(dpy)] and [Ti(NPh)(pmpmi)(py) 2] have been prepared, characterised and shown to be pre-catalysts for the hydroamination of phenylacetylene with aniline and p-chloroaniline. The X-ray structures of [Ti(NMe2)2(pmpmi)], [Ti(N tBu)(pmpmi)(dpy)] and [Ti(NPh)(pmpmi)(py)2] have been determined.

Minimization of Back-Electron Transfer Enables the Elusive sp3 C?H Functionalization of Secondary Anilines

Anilines are some of the most used class of substrates for application in photoinduced electron transfer. N,N-Dialkyl-derivatives enable radical generation α to the N-atom by oxidation followed by deprotonation. This approach is however elusive to monosubstituted anilines owing to fast back-electron transfer (BET). Here we demonstrate that BET can be minimised by using photoredox catalysis in the presence of an exogenous alkylamine. This approach synergistically aids aniline SET oxidation and then accelerates the following deprotonation. In this way, the generation of α-anilinoalkyl radicals is now possible and these species can be used in a general sense to achieve divergent sp3 C?H functionalization.

Ruthenium(II) complexes with chelating n-heterocyclic carbenes and a ruthenate(II) complex as catalysts for the anti-Markovnikov hydroaminations of styrene

New ruthenium chelate and ruthenate complexes were synthesized through the reaction of benzimidazolium salts and [RuCl2(p-cymene)]2 in toluene and characterized by elemental analysis, 1H NMR and 13C NMR spectroscopy. These ruthenium complexes were tested as catalysts in the intermolecular hydroamination reactions between styrene with aromatic amines in ionic liquid. All of these complexes tested here showed good catalytic activity in these reactions. The hydroamination reactions regioselectively produced anti-Markovnikov addition products in moderate to good yields by using 1 mol% of the ruthenium complex.

Synthesis ofN-aryl amines enabled by photocatalytic dehydrogenation

Catalytic dehydrogenation (CD)viavisible-light photoredox catalysis provides an efficient route for the synthesis of aromatic compounds. However, access toN-aryl amines, which are widely utilized synthetic moieties,viavisible-light-induced CD remains a significant challenge, because of the difficulty in controlling the reactivity of amines under photocatalytic conditions. Here, the visible-light-induced photocatalytic synthesis ofN-aryl amines was achieved by the CD of allylic amines. The unusual strategy using C6F5I as an hydrogen-atom acceptor enables the mild and controlled CD of amines bearing various functional groups and activated C-H bonds, suppressing side-reaction of the reactiveN-aryl amine products. Thorough mechanistic studies suggest the involvement of single-electron and hydrogen-atom transfers in a well-defined order to provide a synergistic effect in the control of the reactivity. Notably, the back-electron transfer process prevents the desired product from further reacting under oxidative conditions.