7251-01-6

Basic information

• Product Name: (1E)-bis(3,4,5-trimethoxybenzylidene)hydrazine
• CAS NO: 7251-01-6
• Molecular Formula: C₂₀H₂₄N₂O₆
• Molecular Weight: 388.4144
• Mol File: 7251-01-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 502.443°C at 760 mmHg
• Flash Point: 206.182°C
• Density: 1.141g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: (1E)-bis(3,4,5-trimethoxybenzylidene)hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-bis(3,4,5-trimethoxybenzylidene)hydrazine(7251-01-6)
• EPA Substance Registry System: (1E)-bis(3,4,5-trimethoxybenzylidene)hydrazine(7251-01-6)

Safety Data

• Hazardous Substances Data: 7251-01-6(Hazardous Substances Data)

Usage

General Description

(1E)-bis(3,4,5-trimethoxybenzylidene)hydrazine is a chemical compound with the molecular formula C20H24N2O6. It is a hydrazine derivative that contains two benzylidene groups and three methoxy groups attached to each benzene ring. This chemical is often used as a reagent in organic chemistry research and has potential applications in pharmaceuticals and other industries. Its precise properties and potential uses are still being explored, and further research is needed to fully understand its capabilities and limitations.

Upstream product

• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 87212-60-0 5-[(3,4,5-trimethoxyphenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 3840-31-1 (3,4,5-trimethoxyphenyl)methanol 
• 81824-93-3 (E)-2-(3,4,5-trimethoxybenzylidene)hydrazine carboxamide 
• 1885-35-4 3,4,5-trimethoxybenzonitrile 

Downstream Products

• 17453-09-7 2,5-bis(3,4,5-trimethoxyphenyl)-1,3,4-thiadiazole 
• 1166381-81-2 7,11-bis-(3,4,5-trimethoxyphenyl)-3,3-dimethyl-2,4-dioxaspiro[5.5]undecane-1,5,9-trione 
• 118-41-2 Eudesmic acid 
• 15332-24-8 3,3',4,4',5,5'-hexamethoxystilbene 

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.

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.

An expeditious synthetic approach towards the synthesis of Bis-Schiff bases (aldazines) using ultrasound

Aldazines (Bis-Schiff bases) 1-24 were synthesized using aromatic aldehydes (heterocyclic and benzaldehydes) and hydrazine hydrate under reflux using conventional heating and/or via ultrasound irradiation using BiCl3 as catalyst. Ultrasonication conditions with cat. BiCl3 proved to be an effective, environmentally friendly synthetic procedure. This methodology is robust in the presence of electron donating and electron withdrawing groups affording desired products with high yields (>95%) in just a couple of minutes vs. hours using conventional heating.