780-25-6

Basic information

• Product Name: N-BENZYLIDENEBENZYLAMINE
• Synonyms: Benzaldehyde N-benzylimine;Benzylamine, N-benzylidene-;Benzylidenebenzylamine;n-(phenylmethylene)-benzenemethanamin;N-(Phenylmethylene)benzenemethanamine;Phenyl-N-[(E)-phenylmethylidene]methanamine;N-BENZYLIDENEBENZYLAMINE;N-BENZYLIDENEBENZYLAMINE 99%
• CAS NO: 780-25-6
• Molecular Formula: C₁₄H₁₃N
• Molecular Weight: 195.26
• EINECS: 212-304-2
• Product Categories: B;Stains and Dyes;Stains&Dyes, A to
• Mol File: 780-25-6.mol

Chemical Properties

• Boiling Point: 143-144 °C/5 mmHg(lit.)
• Flash Point: 113 °C
• Appearance: /
• Density: 1.038 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00143mmHg at 25°C
• Refractive Index: n20/D 1.6004(lit.)
• Storage Temp.: room temp
• PKA: 4.63±0.50(Predicted)
• CAS DataBase Reference: N-BENZYLIDENEBENZYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYLIDENEBENZYLAMINE(780-25-6)
• EPA Substance Registry System: N-BENZYLIDENEBENZYLAMINE(780-25-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 780-25-6(Hazardous Substances Data)

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 
• 7468-30-6 1-benzyl-3,3-dimethyl-4-phenyl-2-azetidinone 
• 859953-35-8 3-(benzyl-isobutyryl-amino)-2,2-dimethyl-3-phenyl-propionic acid 
• 101877-01-4 1-Phenylmethyl-3-methyl-4-phenylazetidin-2-one 
• 15429-18-2 N-benzyl-α-ethylbenzylamine 
• 5669-43-2 N-benzylbenzhydrylamine 
• 33542-84-6 N-(1,2-diphenyl-ethyl)-N-benzylamine 
• 82508-00-7 1-benzyl-3,3,4-triphenyl-2-azetidinone 
• 27549-76-4 meso-N,N'-dibenzyl-1,2-diphenyl-1,2-diaminoethane 
• 103-49-1 dibenzylamine 
• 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 

Relevant articles and documents

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.

Photocatalytic Activity of Ruthenium(II) Complex with 1,10-Phenanthroline-3,8-dicarboxylic Acid in Aerobic Oxidation Reactions

Abstract: Mixed-ligand ruthenium(II) complex with 2,2′-bipyridine and 1,10-phenanthroline-3,8-dicarboxylic acid with the composition [Ru(phen-C)(bpy)2]Cl2·5H2O (bpy = 2,2′-bipyridine, phen-C = 1,10-phenantroline-3,8-dicarboxylic acid) has been synthesized and characterized by spectral data. The complex has been tested as photocatalyst in aerobic oxidation reactions, including transformation of arylboronic acids to phenols, primary amines to imines, and sulfides to sulfoxides in aqueous medium. The possibility of regeneration of the catalyst in the oxidation of sulfides has been demonstrated.

Ruthenium(II) complexes bearing bidentate acylthiourea ligands for direct oxidation of amine α-carbon to amide

In this study, the synthesis and structural characterization of ruthenium complexes supported by S,O-acylthiourea ligands (L1-L6) with different substituent groups as well as auxiliary ligands PPH3, CO, and Cl and their evaluation as catalysts for direct oxidation of the α-methylene group in amines were reported. Ru(II) complexes, Ru1-Ru6, were prepared from the reaction of the RuH(CO)Cl(PPh3)3 precursor and ligands L1-L6 having different electronic and steric properties. The ligands and complexes prepared were characterized by FT-IR, 1H–13C- and/or 31P NMR spectroscopic techniques. The molecular structures of Ru1 and Ru3 complexes with appropriate crystal quality were also confirmed by X-ray single crystal analysis. Solid-state structures of Ru1 and Ru3 revealed that the ruthenium center is surrounded by one carbonyl, one chloride, two PPh3 ligands, and the S,O-donor atoms from the acylthiourea ligand in bidentate monoanionic form. The catalytic activity of all complexes for the α-oxygenation reactions of primary benzylic amines to amides was investigated. Overall, all catalysts exhibited excellent activity and selectivity towards the formation of amide production under the present reaction conditions. In addition, both catalyst activation and product selectivity/formation were particularly dependent on the amount/type of base and oxygen.