6159-25-7

Usage

Uses

Used in Pharmaceutical Synthesis:
1-(4-Nitrophenyl)-1,2-propanedione is used as a reagent for the synthesis of pharmaceuticals, as it aids in the introduction of specific functional groups into the chemical structures of these compounds.
Used in Organic Chemistry:
1-(4-Nitrophenyl)-1,2-propanedione is used as a versatile building block in organic chemistry, enabling the creation of various chemical structures through its ability to introduce specific functional groups.
Used in Chiral Ligand and Catalyst Preparation:
1-(4-Nitrophenyl)-1,2-propanedione is used as a precursor in the preparation of chiral ligands and catalysts for asymmetric synthesis, which are essential in producing enantiomerically pure compounds.
Used in Dye and Pigment Production:
1-(4-Nitrophenyl)-1,2-propanedione is used as a precursor in the production of various dyes and pigments, contributing to the coloration of different materials.
It is important to handle 1-(4-Nitrophenyl)-1,2-propanedione with caution, as it is a potential irritant and may pose health hazards if not used properly.

InChI:InChI=1/C10H16N2O/c1-10(2,3)13-9-8(7-11)5-4-6-12-9/h4-6H,7,11H2,1-3H3

Upstream product

• 64-18-6 formic acid 
• 3123-13-5 N-[1-hydroxymethyl-2-(4-nitro-phenyl)-2-oxo-ethyl]-acetamide 
• 100061-01-6 N-[1-(α-hydroxy-4-nitro-benzyl)-vinyl]-acetamide 
• 108-24-7 acetic anhydride 
• 555-16-8 4-nitrobenzaldehdye 
• 7647-01-0 hydrogenchloride 
• 129309-41-7 2-methyl-1-(4-nitrophenyl)propane-1,3-diol 
• 25798-60-1 (1-nitro-4-(prop-1-en-1-yl)benzene) 
• 636-98-6 p-nitrobenzene iodide 
• 89185-83-1 3-(4-nitrophenyl)-pentane-2,4-dione 

Downstream Products

• 6158-99-2 2-methyl-3-(4-nitrophenyl)quinoxaline 
• 312268-91-0 methyl 2,5-dimethyl-4-(4-nitrophenyl)-1H-pyrrole-3-carboxylate 
• 95838-64-5 2,5-Dimethyl-4-(4-nitrophenyl)-3-pyrrolcarbonsaeure-ethylester 

Relevant academic research and scientific papers

Iron-catalyzed aerobic oxidative cleavage of the C-C σ-bond using air as the oxidant: Chemoselective synthesis of carbon chain-shortened aldehydes, ketones and 1,2-dicarbonyl compounds

A simple iron-catalyzed aerobic oxidative C-C σ-bond cleavage of ketones has been developed. Readily available and environmentally benign air is used as the oxidant. This reaction avoids the use of noble metal catalysts or specialized oxidants, chemoselectively yielding carbon chain-shortened aldehydes, ketones and 1,2-dicarbonyl compounds without overoxidation.

An expedient protocol for conversion of olefins to α-bromo/iodoketones using IBX and NBS/NIS

A variety of olefins have been shown to undergo conversion to the corresponding α-bromo/iodoketones when reacted with NBS/NIS and IBX in DMSO at room temperature. While the reaction is found to occur rapidly with e-rich arylolefins leading to the corresponding haloketones in 65-95% yields in 0.3-3.0 h, those containing e-withdrawing groups are found to yield diketones concomitantly, such that the latter are the exclusive products over extended duration of the reactions.

2-Iodoxybenzoic acid mediated facile conversion of 1,3-diols to 1,2-diketones by oxidative cleavage of the C-C bond

1,3-Diols undergo smooth oxidative cleavage of the C-C bond in the presence of 2-iodoxybenzoic acid (IBX) affording 1,2-diketones in excellent yields under mild conditions. Georg Thieme Verlag Stuttgart.

Fine regioselective tuning in the oxidation of sec,sec 1,2-diols by dimethyldioxirane

Non-symmetric sec,sec 1,2-diols and their o-isopropylidene derivatives undergo a regioselective oxidation by dimethyldioxirane depending on the electronic effects of the substituents. These results support previous views about the concerted O-insertion mechanism via a polar transition state.

Cobalt(II) Chloride Catalysed Coupling of Acetic Anhydride with Aldehydes. A Novel Synthesis of Asymmetrical 1,2-Diones

Cobalt(II) chloride in acetonitrile efficiently catalyses the coupling of acetic anhydride with various aldehydes to the corresponding 1,2-diones in very high yields.