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
• Article Data: 666

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

Different sources of media describe the Uses of 780-25-6 differently. You can refer to the following data:
1. Indicator for organolithium assay.
2. N-Benzylidenebenzylamine is an indicator for organolithium assay. Dyes and metabolites.

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 
• 106-42-3 para-xylene 
• 622-79-7 benzyl azide 
• 100-52-7 benzaldehyde 
• 100-47-0 benzonitrile 
• 67-68-5 dimethyl sulfoxide 
• 103-49-1 dibenzylamine 
• 622-29-7 N-Benzylidenemethylamine 
• 103-67-3 benzyl-methyl-amine 
• 932-90-1 Benzaldoxime 
• 75-64-9 tert-butylamine 
• 2835-06-5 phenylglycin 

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 
• 80913-48-0 3-Benzyl-4-phenyl-3,4-dihydro-pyrido[1,2-a][1,3,5]triazine-2-thione 
• 87522-28-9 cis-2-benzyl-4-hydroxy-3-phenyl-3,4-dihydro-1(2H)-isoquinolone 
• 88381-98-0 N-(1-phenyl-3-butenyl)benzylamine 
• 112776-40-6 1-Benzyl-2,2-dichloro-3-phenyl-aziridine 
• 142572-43-8 N-benzyl-3-ethylthio-1-phenyl-3-butenylamine 
• 152873-62-6 N-benzyl-2,3-dihydro-2-phenyl-1H-pyridin-4-one 
• 66031-55-8 methyl 2,2-dimethyl-3-phenyl-3-(N-benzylamino)propanoate 
• 77597-02-5 4-benzyl-3-methyl-5-phenyl-1,2,4-oxadiazoline 
• 90776-68-4 1-benzyl-2-p-tolylimino-3,3,4-triphenylazetidine 
• 37716-10-2 4-Benzyl-3,5-diphenyl-4,5-dihydro-1,2,4-oxadiazole 
• 89516-07-4 N-(Tetrahydro-exo-dicyclopentadien-9-yl)-N,N-dibenzylamin 
• 103-49-1 dibenzylamine 

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

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

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

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

Efficient Imine Formation by Oxidative Coupling at Low Temperature Catalyzed by High-Surface-Area Mesoporous CeO2 with Exceptional Redox Property

High-surface-area mesoporous CeO2 (hsmCeO2) was prepared by a facile organic-template-induced homogeneous precipitation process and showed excellent catalytic activity in imine synthesis in the absence of base from primary alcohols and amines in air atmosphere at low temperature. For comparison, ordinary CeO2 and hsmCeO2 after different thermal treatments were also investigated. XRD, N2 physisorption, UV-Raman, H2 temperature-programmed reduction, O2 temperature-programmed desorption, EPR spectroscopy, and X-ray photoelectron spectroscopy were used to unravel the structural and redox properties. The hsmCeO2 calcined at 400 °C shows the highest specific surface area (158 m2 g?1), the highest fraction of surface coordinatively unsaturated Ce3+ ions (18.2 %), and the highest concentration of reactive oxygen vacancies (2.4×1015 spins g?1). In the model reaction of oxidative coupling of benzyl alcohol and aniline, such an exceptional redox property of the hsmCeO2 catalyst can boost benzylideneaniline formation (2.75 and 5.55 mmol (Formula presented.) h?1 based on >99 % yield at 60 and 80 °C, respectively) in air with no base additives. It can also work effectively at a temperature of 30 °C and in gram-scale synthesis. These are among the best results for all benchmark ceria catalysts in the literature. Moreover, the hsmCeO2 catalyst shows a wide scope towards primary alcohols and amines with good to excellent yield of imines. The influence of reaction parameters, the reusability of the catalyst, and the reaction mechanism were investigated.

Efficient imine synthesisviaoxidative coupling of alcohols with amines in an air atmosphere using a mesoporous manganese-zirconium solid solution catalyst

Direct oxidative coupling of alcohols with amines using a non-precious metal oxide catalyst under mild conditions is highly desirable for imine synthesis. In this work, a mesoporous Mn1ZrxOysolid solution catalyst prepared by a co-precipitation method showed excellent catalytic performance in imine synthesis from primary alcohols and amines without base additives in an air atmosphere. XRD, N2physisorption, H2-TPR, O2-TPD, EPR and XPS were comprehensively used to unravel its structural, redox and amphoteric properties that closely depended on the interaction between MnOyand ZrO2with a variable Zr ratio. The Mn1Zr0.5Oycatalyst presented the highest fractions of Mn3+ions and reactive oxygen species on the surface, and the highest concentrations of acidic-basic sites, which were disclosed to play important roles in activating alcohols and molecular O2in the rate-determining step. In the model reaction of oxidative coupling of benzyl alcohol with aniline, such enhanced features of the Mn1Zr0.5Oycatalyst can promote the intrinsic catalytic activity (iTOF of 1.87 h?1) and boost benzylideneaniline formation (5.56 mmol gcat.?1h?1) based on a >99% yield at 80 °C respectively at a fast response. It can also work effectively at a room temperature of 30 °C, as well as for the gram-grade synthesis. This is one of the best results among all the MnOy-based catalysts in the literature. Moreover, this catalyst showed good stability and a wide substrate scope with good to excellent yields of imines.