20515-69-9

Basic information

• Product Name: Benzaldehyde, 4-fluoro-, [(4-fluorophenyl)methylene]hydrazone
• CAS NO: 20515-69-9
• Molecular Formula: C14H10F2N2
• Molecular Weight: 244.244
• Mol File: 20515-69-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-fluoro-, [(4-fluorophenyl)methylene]hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-fluoro-, [(4-fluorophenyl)methylene]hydrazone(20515-69-9)
• EPA Substance Registry System: Benzaldehyde, 4-fluoro-, [(4-fluorophenyl)methylene]hydrazone(20515-69-9)

Safety Data

• Hazardous Substances Data: 20515-69-9(Hazardous Substances Data)

Upstream product

• 354-58-5 1,1,1-Trichloro-2,2,2-trifluoroethane 
• 401514-49-6 [(4-fluorophenyl)methylidene]hydrazine 
• 459-57-4 4-fluorobenzaldehyde 
• 462-06-6 fluorobenzene 
• 52023-52-6 N,N,N',N'-tetraformylhydrazine 
• 76-13-1 1,1,2-Trichloro-1,2,2-trifluoroethane 
• 558-13-4 carbon tetrabromide 

Downstream Products

• 1613288-00-8 C₅₀H₄₄F₄N₄O₄P₂ 
• 1374997-39-3 diethyl [(2E)-2-(4-fluorobenzylidene)hydrazino](4-fluorophenyl)methyl phosphonate 
• 1166381-91-4 7,14-bis(4-fluorophenyl)-11,11-dimethyl-1,4,10,12-tetraoxadispiro[4.2.5.2]pentadecane-9,13-dione 
• 456-22-4 4-Fluorobenzoic acid 
• 588-56-7 1,2-bis(p-fluorophenyl)ethylene 

Relevant articles and documents

Ruthenium(ii)-catalysed 1,2-selective hydroboration of aldazines

Herein, an efficient and simple catalytic method for the selective and partial reduction of aldazines using ruthenium catalyst [Ru(p-cymene)Cl2]2 (1) has been accomplished. Under mild conditions, aldazines undergo the addition of pinacolborane in the presence of a ruthenium catalyst, which delivered N-boryl-N-benzyl hydrazone products. Notably, the reaction is highly selective, and results in exclusive mono-hydroboration and desymmetrization of symmetrical aldazines. Mechanistic studies indicate the involvement of in situ formed intermediate [{(η6-p-cymene)RuCl}2(μ-H-μ-Cl)] (1a) in this selective hydroboration.

Aldazines in the Castagnoli-Cushman Reaction

Aldazines were employed in the Castagnoli-Cushman reaction of homophthalic anhydride for the first time. The reaction proved to be distinctly diastereoselective when conducted at room temperature in acetonitrile, yielding predominantly the kinetic cis -co

Solvent-free, [Et3NH][HSO4] catalyzed facile synthesis of hydrazone derivatives

In the present study, a library of hydrazone analogues 2(a-j) and 4(a-e) were synthesized, which were typically accessed via a solvent-free facile nucleophilic addition between hydrazine hydrate and appropriately substituted aromatic aldehydes 1(a-j) and 3-formylchromones 3(a-e). The molecular structure of compound (2f) was well supported by single crystal X-ray crystallographic analysis and also verified by DFT calculations. This new synthetic, eco-friendly, sustainable protocol resulted in a remarkable improvement in the synthetic efficiency (90-98% yield), high purity, using [Et3NH][HSO4] as a catalyst and an environmentally benign solvent eliminating the need for a volatile organic solvent and additional catalyst. This ionic liquid is air and water stable and easy to prepare from cheap amine and acid. The present methodology is a green protocol offering several advantages such as, excellent yield of products, minimizing production of chemical wastes, shorter reaction profile, mild reaction conditions, simple operational procedure, easy preparation of catalyst and its recyclability up to five cycles without any appreciable loss in catalytic activity. The optimization conditions carried out in the present study revealed that 20 mol% of ionic liquid catalyst under solvent-free condition at 120°C are the best conditions for the synthesis of hydrazone derivatives in excellent yields.