1237-68-9

Usage

Uses

Used in Chemical Research and Analysis:
1-(2,4-dinitrophenyl)-2-(3-phenylpropylidene)hydrazine is used as a chemical reagent for its reactivity in organic synthesis, particularly in the preparation of various derivatives for further study.
Used in Pharmaceutical and Agricultural Chemical Synthesis:
1-(2,4-dinitrophenyl)-2-(3-phenylpropylidene)hydrazine is used as an intermediate in the synthesis of pharmaceuticals and agricultural chemicals, contributing to the development of new materials and technologies.
Used in Material and Technology Development:
1-(2,4-dinitrophenyl)-2-(3-phenylpropylidene)hydrazine is used as a key component in the development of new materials and technologies, due to its reactivity and potential applications in various industries.
Safety Precautions:
It is important to handle 1-(2,4-dinitrophenyl)-2-(3-phenylpropylidene)hydrazine with care, as it is toxic and can cause irritation to the skin, eyes, and respiratory system. Proper safety measures should be taken during its use and storage to minimize potential health risks.

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 2038-57-5 3-Phenylpropan-1-amine 
• 2021-28-5 ethyl dihydrocinnamate 
• 501-52-0 3-Phenylpropionic acid 
• 122-97-4 3-Phenyl-1-propanol 
• 645-45-4 hydrocinnamic acid chloride 
• 141037-31-2 1-(2'-bromophenyl)-1,1,5-triphenyl-2-oxapentane 
• 1197-50-8 3-phenylpropanal oxime 

Relevant academic research and scientific papers

Nickel-Catalyzed Selective Reduction of Carboxylic Acids to Aldehydes

The direct reduction of carboxylic acids to aldehydes is a fundamental transformation in organic synthesis. The combination of an air-stable Ni precatalyst, dimethyl dicarbonate as an activator, and silane reductant effects this reduction for a wide variety of substrates, including pharmaceutically relevant structures, in good yields and with no overreduction to alcohols. Moreover, this methodology is scalable, allows access to deuterated aldehydes, and is also compatible with one-pot utilization of the aldehyde products.

Selective ligand-free cobalt-catalysed reduction of esters to aldehydes or alcohols

Cobalt(ii) salts combined with NaBHEt3 and eventually a base catalyse efficiently and selectively the reduction of esters to aldehydes or alcohols through hydrosilylation by using phenylsilane. Catalyst characterisation by XRD, XPS, TEM and STEM analyses indicates the materials were partially crystalline with the presence of cobalt nanoparticles. Control experiments suggested low valent Co(0) was the active catalytic species involved.

Selective Hydrosilylation of Esters to Aldehydes Catalysed by Iridium(III) Metallacycles through Trapping of Transient Silyl Cations

The combination of an iridium(III) metallacycle and 1,3,5-trimethoxybenzene catalyses rapidly and selectively the reduction of esters to aldehydes at room temperature with high yields through hydrosilylation followed by hydrolysis. The ester reduction involves the trapping of transient silyl cations by the 1,3,5-trimethoxybenzene co-catalyst, supposedly by formation of an arenium intermediate whose role was addressed by DFT calculations.

Facile preparation and reactivity of polystyrene-supported (dichloroiodo)benzene: A convenient recyclable reagent for chlorination and oxidation

A facile one-pot preparation of polystyrene-supported (dichloroiodo)benzene (loading of -ICl2 up to 1.35 mmol/g) from polystyrene, iodine, and bleach has been developed. This recyclable reagent is useful for efficient chlorination of organic substrates and selective oxidation of various alcohols to the corresponding carbonyl compounds in high yields under mild conditions. The final products are conveniently separated from the polymeric byproduct by simple filtration and isolated in good purity after evaporation of solvent.

Preparation, X-ray structure, and reactivity of 2-iodylpyridines: Recyclable hypervalent iodine(V) reagents

2-Iodylpyridine and four examples of 3-alkoxy-2-iodylpyridines were prepared by oxidation of the respective 2-iodopyridines with 3,3-dimethyldioxirane. Structures of 2-iodylpyridine, 2-iodyl-3- isopropoxypyridine, and 2-iodyl-3-propoxypyridine were established by single-crystal X-ray diffraction analysis. 2-Iodyl-3-propoxypyridine has moderate solubility in organic solvents (e.g., 1.1 mg/mL in acetonitrile) and can be used as a recyclable reagent for oxidation of sulfides and alcohols. The reduced form of this reagent, 2-iodo-3-propoxypyridine, can be effectively separated from the reaction mixture by treatment with diluted sulfuric acid and recovered from the acidic aqueous solution by adding aqueous sodium hydroxide.

A general and efficient reduction of acyl chlorides to aldehydes by Sm(0)/Bu3P

A facile and efficient reduction of aromatic and aliphatic acyl chlorides to their corresponding aldehydes in the presence of Sm(0)/Bu3P has been developed with broad scope. This method prevents over reduction of products, that is, the over-reduction of aldehydes to alcohols.

Highly efficient RuCl3-catalyzed disproportionation of (diacetoxyiodo)benzene to iodylbenzene and iodobenzene; leading to the efficient oxidation of alcohols to carbonyl compounds

(Diacetoxyiodo)benzene (DIB) selectively oxidizes primary and secondary alcohols to the respective carbonyl compounds in the presence of RuCl3 (0.8-1.0 mol %) at room temperature in aqueous acetonitrile. This reaction proceeds via an initial instantaneous Ru-catalyzed disproportionation of DIB to iodobenzene and iodylbenzene with the latter acting as the actual stoichiometric oxidant toward alcohols.

Oxidation of unactivated primary aliphatic amines catalyzed by an electrogenerated 3,4-azaquinone species: A small-molecule mimic of amine oxidases

High catalytic performance of the electrogenerated amine oxidase mimic 3,4-iminoquinone 1ox is observed under metal-free conditions in the chemoselective oxidation reaction of unactivated primary aliphatic amines.

New applications of 1,5-hydrogen atom transfer reactions: Self-oxidizing protecting groups

Three new alcohol protecting groups are introduced: o-bromobenzyl, o-bromo(methylenedioxy)benzyl, and o-bromotrityl. Removal of these protecting groups under reductive conditions with tributyltin hydride is coupled with an oxidation of the substrate to produce directly an aldehyde or ketone. This oxidation occurs by 1,5-hydrogen transfer, followed by β-fragmentation. For example, treatment of the o-bromobenzyl ether of 3-phenyl-1-propanol with tibutyltin hydride at 0.001 M (80°C) directly produces 3-phenyl-1-propanal. An application to the selective oxidation of primary alcohols in the presence of secondary alcohols is also introduced.