5291-46-3

Basic information

• Product Name: Benzenemethanimine, 4-methoxy-a-phenyl-
• CAS NO: 5291-46-3
• Molecular Formula: C14H13NO
• Molecular Weight: 211.263
• Mol File: 5291-46-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenemethanimine, 4-methoxy-a-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanimine, 4-methoxy-a-phenyl-(5291-46-3)
• EPA Substance Registry System: Benzenemethanimine, 4-methoxy-a-phenyl-(5291-46-3)

Safety Data

• Hazardous Substances Data: 5291-46-3(Hazardous Substances Data)

Usage

Chemical compound

Benzenemethanimine, 4-methoxy-a-phenyl-

Also known as

4-methoxybenzylamine

Molar mass

137.18 g/mol
Commonly used as a building block in organic synthesis and pharmaceutical research
Potential applications in the synthesis of various pharmaceuticals and agrochemicals

Physical state

pale yellow liquid at room temperature

Solubility

soluble in organic solvents
Importance of handling with care and following proper safety protocols in a laboratory setting

Upstream product

• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 588-64-7 benzaldehyde phenylhydrazone 
• 60-29-7 diethyl ether 
• 622-73-1 4-methoxybenzaldehydephenylhydrazone 
• 611-94-9 4-Methoxybenzophenone 
• 100-59-4 phenylmagnesium chloride 
• 874-90-8 4-methoxybenzonitrile 
• 100-58-3 phenylmagnesium bromide 
• 591-51-5 phenyllithium 
• 100-47-0 benzonitrile 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 69414-86-4 (4-methoxy-benzhydrylidene)-(morpholin-4-yl-phenyl-methyl)-amine 
• 143678-01-7 2-p-anisyl-2,4,5-triphenyl-2H-imidazole N-oxide 
• 5291-47-4 4-methoxy-benzophenone-imine; hydrochloride 
• 51250-42-1 p-Methoxyphenyl-phenylchlormethylisocyanat 
• 1221958-17-3 5-methoxy-1,2,3-triphenyl-1H-inden-1-ylamine 
• 1221958-19-5 1-(4-methoxyphenyl)-2,3-diphenyl-1H-inden-1-ylamine 
• 611-94-9 4-Methoxybenzophenone 

Relevant articles and documents

Copper-catalyzed [2+3]-annulation of N-H imines with vinyl azides: Access to polyaryl 2: H -imidazoles

A practical method for the synthesis of 2H-imidazoles via a [2+3] annulation of N-H imines with vinyl azides using a copper catalyst is developed. In this conversion, environmentally friendly oxygen is used as the sole oxidant and N2 and H2O are the only by-products. The catalytic transformation, operating under mild conditions, is operationally simple and is considered as a readily available catalytic system having good substrate and functional compatibility with high atom-efficiency without the need for additional ligands or additives.

Introducing Glycerol as a Sustainable Solvent to Organolithium Chemistry: Ultrafast Chemoselective Addition of Aryllithium Reagents to Nitriles under Air and at Ambient Temperature

Edging closer towards developing air and moisture compatible polar organometallic chemistry, the chemoselective and ultrafast addition of a range of aryllithium reagents to nitriles has been accomplished by using glycerol as a solvent, at ambient temperature in the presence of air, establishing a novel sustainable access to aromatic ketones. Addition reactions occur heterogeneously (“on glycerol conditions”), where the lack of solubility of the nitriles in glycerol and the ability of the latter to form strong intermolecular hydrogen bonds seem key to favouring nucleophilic addition over competitive hydrolysis. Remarkably, PhLi exhibits a greater resistance to hydrolysis working “on glycerol” conditions than “on water”. Introducing glycerol as a new solvent in organolithium chemistry unlocks a myriad of opportunities for developing more sustainable, air and moisture tolerant main-group-metal-mediated organic synthesis.

Efficient and scalable synthesis of ketones via nucleophilic Grignard addition to nitriles using continuous flow chemistry

In the present Letter we report the development of efficient continuous flow chemistry conditions for the scalable preparation of ketones. This transformation is achieved via nucleophilic addition of Grignard reagents to the corresponding nitriles and imine hydrolysis by means of in-series plug flow reactors.