780-25-6

Usage

Uses

1. Used in Chemical Analysis:
N-Benzylidenebenzylamine is used as an indicator for organolithium assay, which is crucial in the analysis and detection of organolithium compounds. Its role as an indicator allows for the accurate measurement and identification of these compounds in various chemical reactions and processes.
2. Used in Dyes and Metabolites:
N-Benzylidenebenzylamine also finds application in the field of dyes and metabolites. Its unique chemical properties make it a valuable component in the development and synthesis of various dyes and metabolites, which are used in a wide range of industries, including textiles, pharmaceuticals, and cosmetics.

Synthesis Reference(s)

Tetrahedron, 44, p. 7171, 1988 DOI: 10.1016/S0040-4020(01)86085-3Journal of the American Chemical Society, 97, p. 583, 1975 DOI: 10.1021/ja00836a019Tetrahedron Letters, 26, p. 4633, 1985 DOI: 10.1016/S0040-4039(00)98771-9

InChI:InChI=1/C14H13N/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14/h1-11H,12H2/b15-11+

Upstream product

• 56-23-5 tetrachloromethane 
• 23456-88-4 N,N'-bis(dibenzylamino)diazene 
• 52742-32-2 N,N-dibenzyl-O-benzoylhydroxylamine 
• 932-90-1 syn-benzaldehyde oxime 
• 60-29-7 diethyl ether 
• 31401-58-8 N-((3-nitrophenyl)methylene)benzenemethanamine 
• 67907-51-1 benzylidene-(3-nitro-benzyl)-amine 
• 106-42-3 para-xylene 
• 622-79-7 benzyl azide 
• 632-51-9 1,1,2,2-tetraphenylethylene 
• 100872-24-0 benzylidene-(4-nitro-benzyl)-amine 
• 73521-09-2 3-benzylamino-2,2-dimethyl-3-phenyl-propionic acid 
• 530-36-9 erythro-2-amino-1,2-diphenylethanol 
• 530-36-9 threo-1,2-diphenyl-2-aminoethan-1-ol 

Downstream Products

• 4421-97-0 N-(phenylmethyl)-1-phenyl-2-pyridine methanamine 
• 61369-32-2 3-benzyl-6-methyl-2-phenyl-1,3-oxazin-4-one 
• 53986-95-1 N-benzylidene-α-(trimethylsilyl)benzylamine 
• 25762-10-1 3-benzyl-2-phenyl-6-piperidin-1-yl-2,3-dihydro-[1,3,5]thiadiazin-4-one 
• 53986-94-0 [1-Phenyl-meth-(E)-ylidene]-(1-phenyl-2-trimethylsilanyl-ethyl)-amine 
• 56249-50-4 (Benzyl-trimethylsilanyl-amino)-phenyl-acetonitrile 
• 53986-98-4 [1-Phenyl-meth-(Z)-ylidene]-(phenyl-triphenylsilanyl-methyl)-amine 
• 59631-51-5 N-Benzyl-2-isopropyl-3,3-dimethyl-thiobutyramide 
• 25761-99-3 3-benzyl-6-dimethylamino-2-phenyl-2,3-dihydro-[1,3,5]thiadiazin-4-one 
• 25762-03-2 3-benzyl-6-diethylamino-2-phenyl-2,3-dihydro-[1,3,5]thiadiazin-4-one 
• 25881-47-4 (Benzylamino-phenyl-methyl)-ethyl-phosphinic acid 
• 25881-45-2 (Benzylamino-phenyl-methyl)-phenyl-phosphinic acid 
• 32116-84-0 3-benzyl-2,6-diphenyl-2,3-dihydro-[1,4,3]oxathiazine 4,4-dioxide 
• 32116-89-5 (2-benzyl-1,1-dioxo-3-phenyl-1λ⁶-[1,2]thiazetidin-4-yl)-phenyl-methanone 

Relevant academic research and scientific papers

Photocatalytic synthesis of N-benzyleneamine from benzylamine on ultrathin BiOCl nanosheets under visible light

Ultrathin BiOCl nanosheets (NST) with the thickness about 1.5 nm was prepared as a photocatalyst for the oxidation of benzylamine (BA) to N-benzyleneamine under visible light. The photocatalytic activity of NST is over 2.5 times higher than that of its bu

Synthesis of N-benzylidenebenzylamine from benzylamine under the action of iron-containing catalysts in ccl4

A direct synthesis of N-benzylidenebenzylamine from benzylamine in the presence of iron-containing catalysts was performed with the 92-96% yield. The reaction proceeds in tetrachloromethane at 80-85°C over 8 h. Pleiades Publishing, Ltd., 2012.

Photogenerated singlet oxygen over zeolite-confined carbon dots for shape selective catalysis

Singlet oxygen as an activated oxygen species played an important role in organic synthesis. Suitable catalyst for converting ubiquitous oxygen molecule to singlet oxygen under mild conditions has attracted a wide range of attention. Herein, carbon dots h

Catalytic effect of monovalent cations on the amine oxidation by cofactor TTQ of quinoprotein amine dehydrogenases

Oxidation of benzylamine by a model compound of cofactor TTQ (tryptophan tryptophylquinone) of quinoprotein amine dehydrogenases is made possible by coordination of a monovalent cation such as Li+ in anhydrous MeCN.

Erratum: Aromatic Dendrimers Bearing 2,4,6-Triphenyl-1,3,5-triazine Cores and Their Photocatalytic Performance (J. Org. Chem. (2021) 86:9 (6855-6862) DOI: 10.1021/acs.joc.1c00039)

It has come to our attention that the NMR spectra provided for compound D2 were accidentally incorrect. The Supporting Information has been updated to present correct NMR spectra (Figures S4-S7). The reported NMR signals for compound D2 listed in the expe

Pyrene-Thiol-modified Pd Nanoparticles on Carbon Support: Kinetic Control by Steric Hinderance and Improved Stability by the Catalyst-Support Interaction

Aerobic oxidative dehydrogenation of amines to imines by thiol-modified Pd nanoparticle (NP) catalysts on carbon supports is reported herein. Whereas conventional non-modified Pd NP catalysts are nearly inactive, the carbon-supported Pd catalysts modified

Single-crystalline rutile TiO2 nano-flower hierarchical structures for enhanced photocatalytic selective oxidation from amine to imine

Single-crystalline rutile TiO2 nano-flower hierarchical structures were synthesized via a one-pot solvent-thermal method, and they are demonstrated to be ordered three dimensional (3D) hierarchical structures with single-crystalline rutile TiO

TETRADENTATE DIAMINODIPHOSPHINE LIGAND AND TRANSITION METAL COMPLEX, AND METHOD FOR MANUFACTURING SAME AND APPLICATION FOR SAME

The present invention relates to a transition metal complex having a PNNP4 ligand, which is easy to manufacture and handle and is relatively inexpensively available, and a method for manufacturing the same, as well as a method using this transition metal complex as a catalyst for hydrogenation reduction of ketones, esters and amides to manufacture corresponding alcohols, aldehydes, hemiacetals and hemiaminals, a method using this transition metal complex as a catalyst for oxidation of alcohols, hemiacetals and hemiaminals to manufacture corresponding carbonyl compounds, and a method using this transition metal complex as a catalyst for dehydrogenation condensation between alcohols and amines to manufacture alkylamines.

Fullerene soot and a fullerene nanodispersion as recyclable heterogeneous off-the-shelf photocatalysts

Metal-free heterogeneous photocatalysis, which requires no prior catalyst immobilization or chemical modification and can operate in green solvents, represents a highly-sought after, yet currently still underdeveloped, synthetic method. In this report we present a comparative study which aims to evaluate the use of unmodified fullerene soot and a fullerene nanodispersion as non-soluble and quasi-soluble carbon-based photocatalysts, respectively, for sulfide oxidation and other transformations using oxygen as an oxidant in ethanol. A wide range of sulfoxides were successfully prepared with good yields and chemoselectivity using a very low catalyst loading. The fullerene soot photocatalyst is easily recovered and shows excellent stability of the catalytic properties. The reaction was shown to proceed via a singlet oxygen pathway and has a high selectivity for aliphatic sulfides, whereas the oxidation of thioanisoles can be accomplished using an amine mediated electron transfer mechanism. The applicability of the fullerene nanodispersion as a general purpose photocatalyst was demonstrated in radical cyclization, boronic acid oxidation and imine formation reactions.

Cyclometalated Half-Sandwich Iridium(III) Complexes: Synthesis, Structure, and Diverse Catalytic Activity in Imine Synthesis Using Air as the Oxidant

Four air-stable cyclometalated half-sandwich iridium complexes 1-4 with C,N-donor Schiff base ligands were prepared through C-H activation in moderate-to-good yields. These complexes have been well characterized, and their exact structure was elaborated on by single-crystal X-ray analysis. The iridium(III) complexes 1-4 showed good catalytic activity in the imine synthesis under open-flask conditions (air as the oxidant) from primary amine oxidative homocoupling, secondary amine dehydrogenation, and the cross-coupling reaction of amine and alcohol. Substituents bonded on the ligands of the iridium complexes displayed little effect on the catalytic efficiency. The stability and good catalytic efficiency of the iridium catalysts, mild reaction conditions, and substrate universality showed their potential application in industrial production.