13924-28-2

Basic information

• Product Name: N-[(E)-phenylmethylidene]biphenyl-4-amine
• Synonyms: [1,1'-biphenyl]-4-amine, N-[(1E)-phenylmethylene]-; N-[(E)-Phenylmethylene]biphenyl-4-amine
• CAS NO: 13924-28-2
• Molecular Formula: C₁₉H₁₅N
• Molecular Weight: 257.3291
• Mol File: 13924-28-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 427.6°C at 760 mmHg
• Flash Point: 205°C
• Density: 0.99g/cm³
• Vapor Pressure: 4.05E-07mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: N-[(E)-phenylmethylidene]biphenyl-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(E)-phenylmethylidene]biphenyl-4-amine(13924-28-2)
• EPA Substance Registry System: N-[(E)-phenylmethylidene]biphenyl-4-amine(13924-28-2)

Safety Data

• Hazardous Substances Data: 13924-28-2(Hazardous Substances Data)

Upstream product

• 92-67-1 4-phenylalanine 
• 6554-98-9 trans-4-Hydroxystilbene 
• 31656-91-4 4-azidobiphenyl 
• 586-78-7 para-nitrophenyl bromide 
• 100-51-6 benzyl alcohol 
• 98-80-6 phenylboronic acid 
• 780-20-1 N-benzylidene-4-bromoaniline 
• 100-52-7 benzaldehyde 

Downstream Products

• 1169936-48-4 C₂₁H₂₁N 
• 1211-40-1 4-amino-4'-nitrobiphenyl 
• 73842-48-5 N-benzyl-[1,1'-biphenyl]-4-amine 

Relevant articles and documents

New synthesis, electroluminescence, and photophysical properties of poly[(formylphenyl)methylsilanediyl] and its derivatives

A new one-step synthesis of formylated poly[methyl(phenyl)silanediyl] (PMPSi) is reported. The aldehyde groups were incorporated into the parent polymer by the reaction with dichloromethyl methyl ether in the presence of Lewis acid (SnCl4). The

Copper-Catalyzed Intramolecular Amination of C(sp3)-H Bond of Secondary Amines to Access Azacycles

The cross-coupling of C-N bond directly from inert C-H bonds is an ideal approach to synthesize saturated azacycles due to its high efficiency and atom economy. In this article, a copper-catalyzed intramolecular amination via the cross coupling of C(sp3)-H and N-H bonds of secondary amine has been reported, which exhibit excellent chemo- and regioselectivity, extensive substrate scope, and functional group tolerance in good to excellent yield, offering an efficient pathway to build nitrogen-containing heterocycle skeletons.

Iron-Catalyzed Nitrene Transfer Reaction of 4-Hydroxystilbenes with Aryl Azides: Synthesis of Imines via C=C Bond Cleavage

C=C bond breaking to access the C=N bond remains an underdeveloped area. A new protocol for C=C bond cleavage of alkenes under nonoxidative conditions to produce imines via an iron-catalyzed nitrene transfer reaction of 4-hydroxystilbenes with aryl azides is reported. The success of various sequential one-pot reactions reveals that the good compatibility of this method makes it very attractive for synthetic applications. On the basis of experimental observations, a plausible reaction mechanism is also proposed.

One-pot preparation of imines from nitroarenes by a tandem process with an Ir-Pd heterodimetallic catalyst

A new tandem catalytic process has been studied for a heterodimetallic complex containing both iridium and palladium fragments connected by a 1,2,4-trimethyltriazolyldiylidene ligand. The process implies the unprecedented preparation of imines from the direct reaction of nitroarenes and primary alcohols. The global process comprises the following steps: 1) reduction of the nitroarene to an amine, 2) oxidation of the alcohol to aldehyde, and 3) condensation of the aldehyde and the amine to form the corresponding imine. The oxidation of the alcohol to aldehyde is promoted by the iridium fragment, while the reduction of the nitro group to amine is facilitated by palladium. A wide set of different catalytic systems has been studied, showing that the Ir/Pd complex 1 is a highly active and stable catalyst in the preparation of imines.