58896-24-5

Basic information

• Product Name: (1E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine
• CAS NO: 58896-24-5
• Molecular Formula: C₁₆H₁₄N₄O₄
• Molecular Weight: 326.3068
• Mol File: 58896-24-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 471.443°C at 760 mmHg
• Flash Point: 238.92°C
• Density: 1.297g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: (1E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine(58896-24-5)
• EPA Substance Registry System: (1E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine(58896-24-5)

Safety Data

• Hazardous Substances Data: 58896-24-5(Hazardous Substances Data)

Usage

General Description

(1E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine is a chemical compound with the molecular formula C16H14N6O4. It is an azo compound that contains two hydrazine groups, and its structure includes a central ethylidene group with 4-nitrophenyl substituents. (1E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine is commonly used in organic synthesis as a reagent for the preparation of various functionalized hydrazine derivatives. It is also known for its potential as a pharmacological agent due to its ability to interact with biological systems. Additionally, it may have applications in materials science for the development of new polymers or dyes. Overall, (1E)-bis[1-(4-nitrophenyl)ethylidene]hydrazine has diverse uses and potential in various fields of chemistry and material science.

Upstream product

• 100-19-6 (4-nitrophenyl)ethanone 
• 41780-82-9 4-methyl-N'-(1-(4-nitrophenyl)ethylidene)benzenesulfonohydrazide 
• 1747-50-8 4-methyl-N'-[(4-nitrophenyl)methylidene]benzene-1-sulfonohydrazide 
• 61185-55-5 1,1'-dichloro-1,1'-bis(4-nitrophenyl)-1,1'-azoethane 
• 56-23-5 tetrachloromethane 
• 28153-22-2 1-(4-nitrophenyl)ethanone hydrazone 

Downstream Products

• 1189947-96-3 9-[1-(4-nitrophenyl)ethyl]phenanthrene 
• 1189947-95-2 9-[1-(4-nitrophenyl)ethyl]anthracene 
• 1198575-41-5 1-methyl-6-nitro-3,4-diphenylisoquinoline 
• 61185-55-5 1,1'-dichloro-1,1'-bis(4-nitrophenyl)-1,1'-azoethane 
• 100-19-6 (4-nitrophenyl)ethanone 

Relevant articles and documents

Origin and switch of different colors: Thermo-isomerism and crystal structure of (1E,2E)-bis[1-(4-nitrophenyl)ethylidene] hydrazine

A new symmetric branched 4-nitrophenyl hydrazine compound has been prepared in one-step procedure by direct condensation of aromatic ketone with hydrazine in MeOH. The synthesized compound, red isomer, was characterized by IR, 1H and 13/s

Rapid and Atom Economic Synthesis of Isoquinolines and Isoquinolinones by C–H/N–N Activation Using a Homogeneous Recyclable Ruthenium Catalyst in PEG Media

Herein, we report an atom-efficient, rapid, green, and sustainable approach to synthesize isoquinolines and isoquinolinones using a homogeneous recyclable ruthenium catalyst in PEG Media assisted by microwave energy. Dibenzoylhydrazine was used for C–H/N–N activation reactions for the first time in combination with ketazine as oxidizing directing groups for annulation reactions with internal alkynes. The developed protocol is environmentally benign due to significantly shortened times with an easy extraction method, higher atom economy, external oxidant and silver or antimony salt free conditions, applicability to a gram scale synthesis, use of biodegradable solvent and wide substrate scope with higher product yields. Moreover, it is worth noting that the established methodology allowed reuse of the catalytic system for up to five successive runs with minimal loss in activity.

Base and solvent mediated decomposition of tosylhydrazones: Highly selective synthesis of N-alkyl substituted hydrazones, dialkylidenehydrazines, and oximes

Base and solvent mediated decomposition of tosylhydrazones was studied. It was found that reaction of tosylhydrazones in CH3NO2 in the presence of 1 equiv of K2CO3 in 90 °C gave N-alkylated products in 52-96% yield. However, when the same reaction was carried out in mixed solvent of CH3NO2 and dioxane in the presence of 3 equiv of NaOH at 110 °C, dialkylidenehydrazines were obtained in moderate to high yield. If the reaction was carried out in mixed solvent of CH3NO2 and DMSO in the presence of 10 equiv of NaOH at 110 °C, CH3NO2 can act as the precursor of hydroxylamine and corresponding oximes were formed in up to 92% yield.