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

Description

N-Benzylidenebenzylamine is an organic compound that is characterized by its unique chemical structure and properties. It is known for its ability to act as an indicator in organolithium assays, which are essential in the field of organic chemistry for the detection and quantification of organolithium compounds.

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

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

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.

Enantioselective Reductive Cyanation and Phosphonylation of Secondary Amides by Iridium and Chiral Thiourea Sequential Catalysis

The combination of transition-metal catalysis and organocatalysis increasingly offers chemists opportunities to realize diverse unprecedented chemical transformations. By combining iridium with chiral thiourea catalysis, direct enantioselective reductive cyanation and phosphonylation of secondary amides have been accomplished for the first time for the synthesis of enantioenriched chiral α-aminonitriles and α-aminophosphonates. The protocol is highly efficient and enantioselective, providing a novel route to the synthesis of optically active α-functionalized amines from the simple, readily available feedstocks. In addition, the reactions are scalable and the thiourea catalyst can be recycled and reused.