4702-76-5

Basic information

• Product Name: (1E)-bis(4-methylbenzylidene)hydrazine
• CAS NO: 4702-76-5
• Molecular Formula: C₁₆H₁₆N₂
• Molecular Weight: 236.3116
• Mol File: 4702-76-5.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 346.069°C at 760 mmHg
• Flash Point: 155.285°C
• Density: 0.981g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: (1E)-bis(4-methylbenzylidene)hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-bis(4-methylbenzylidene)hydrazine(4702-76-5)
• EPA Substance Registry System: (1E)-bis(4-methylbenzylidene)hydrazine(4702-76-5)

Safety Data

• Hazardous Substances Data: 4702-76-5(Hazardous Substances Data)

Usage

General Description

(1E)-bis(4-methylbenzylidene)hydrazine, also known as DIMBIH, is a chemical compound commonly used as a ligand in the synthesis of coordination compounds and metal complexes. It is a versatile chelating agent with a high binding affinity for metal ions, making it useful in a wide range of applications in organometallic chemistry, catalysis, and material science. DIMBIH is also known for its potential pharmacological properties, exhibiting antimicrobial, antitumor, and antifungal activities in various studies. Its unique structure and reactivity make it a valuable tool in the development of new chemical reactions and materials with potential industrial and medical applications.

Upstream product

• 104-85-8 para-methylbenzonitrile 
• 23304-24-7 p-tolyldiazomethane 
• 7253-65-8 4-methyl benzaldehyde benzoylhydrazone 
• 1654-11-1 4-methyl-1-(4-methylphenyl)pent-1-en-3-one 
• 64-17-5 ethanol 
• 2168-80-1 4-methyldithioic acid 
• 75-69-4 trichlorofluoromethane 
• 104-87-0 4-methyl-benzaldehyde 
• 124-73-2 1,2-dibromo-1,1,2,2-tetrafluoroethane 
• 52693-87-5 4-methylbenzaldehyde hydrazone 
• 5157-08-4 3-methyl-4,5-dihydro-6-oxopyridazine 
• 5706-83-2 4-methylbenzaldehyde thiosemicarbazone 
• 589-18-4 4-Methylbenzyl alcohol 
• 7559-36-6 4-methyl-β-nitrostyrene 

Downstream Products

• 1588-49-4 4,4'-dimethylstilbene 
• 538-39-6 1,2-di-p-tolylethane 
• 52693-87-5 4-methylbenzaldehyde hydrazone 
• 98180-43-9 bis(4-methylbenzyl)amine 
• 36342-50-4 bis-(α-chloro-4-methyl-benzylidene)-hydrazine 
• 18869-29-9 (E)-4,4'-dimethylstilbene 
• 106-42-3 para-xylene 
• 104-85-8 para-methylbenzonitrile 
• 777020-72-1 1,2-bis(p-methylbenzyl)hydrazine 
• 39122-60-6 meso-6,6'-diphenyl-2,2'-di-p-tolyl-[3,3']bi[1,3,5]thiadiazinyl-4,4'-dione 
• 62441-79-6 2,6-di(4-methylphenyl)-1,3,5,7-tetraazabicyclo[3.3.0]octane-4,8-dione-3,7-disulfonyl chloride 
• 99-94-5 p-Toluic acid 

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.

Mechanistic Studies on the Michael Addition of Amines and Hydrazines to Nitrostyrenes: Nitroalkane Elimination via a Retro-aza-Henry-Type Process

In this article we report on the mechanistic studies of the Michael addition of amines and hydrazines to nitrostyrenes. Under the present conditions, the corresponding N-alkyl/aryl substituted benzyl imines and N-methyl/phenyl substituted benzyl hydrazones were observed via a retro-aza-Henry-type process. By combining organic synthesis and characterization experiments with computational chemistry calculations, we reveal that this reaction proceeds via a protic solvent-mediated mechanism. Experiments in deuterated methanol CD3OD reveal the synthesis and isolation of the corresponding deuterated intermediated Michael adduct, results that support the proposed slovent-mediated pathway. From the synthetic point of view, the reaction occurs under mild, noncatalytic conditions and can be used as a useful platform to yield the biologically important N-methyl pyrazoles in a one-pot manner, simple starting with the corresponding nitrostyrenes and the methylhydrazine.

C[sbnd]N bond formation in alicyclic and heterocyclic compounds by amine-modified nanoclay

In the current protocol, amine functionalized montmorillonite K10 nanoclay (NH2-MMT) was applied to catalyze the formation of C[sbnd]N bonds in the synthesis of azines and 2-aminothiazoles at room temperature. In comparison with the current methods of C[sbnd]N bond formation, this approach displays specific advantages include atom economy, clean conversion, design for energy efficiency, the use of nontoxic and heterogeneous catalyst, higher purity and yields, safer solvent and reagents for this organic transformation.