4023-82-9

Basic information

• Product Name: 1-(4-nitrophenyl)butane-1,3-dione
• Synonyms: 1-(4-nitrophenyl)butane-1,3-dione
• CAS NO: 4023-82-9
• Molecular Formula: C₁₀H₉NO₄
• Molecular Weight: 207.1828
• Mol File: 4023-82-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 345.8°Cat760mmHg
• Flash Point: 166.8°C
• Appearance: /
• Density: 1.271g/cm³
• Vapor Pressure: 6.02E-05mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: 1-(4-nitrophenyl)butane-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-nitrophenyl)butane-1,3-dione(4023-82-9)
• EPA Substance Registry System: 1-(4-nitrophenyl)butane-1,3-dione(4023-82-9)

Safety Data

• Hazardous Substances Data: 4023-82-9(Hazardous Substances Data)

Usage

General Description

1-(4-nitrophenyl)butane-1,3-dione, also known as p-nitroacetophenone, is a chemical compound with the molecular formula C10H9NO3. It is a yellow crystalline solid with a nitro group and a ketone group attached to a phenyl ring. 1-(4-nitrophenyl)butane-1,3-dione is commonly used as an intermediate in the synthesis of various pharmaceuticals, dyes, and perfumes. It is also used as a reagent in organic chemistry reactions and as a precursor in the production of other organic compounds. p-nitroacetophenone is considered to be a moderately hazardous substance and should be handled with caution due to its potential health and environmental impacts.

InChI:InChI=1/C10H9NO4/c1-7(12)6-10(13)8-2-4-9(5-3-8)11(14)15/h2-5H,6H2,1H3

Upstream product

• 13361-47-2 1-(4-nitro-benzoyl)-1H-benzoimidazole 
• 123-54-6 acetylacetone 
• 555-16-8 4-nitrobenzaldehdye 
• 67-64-1 acetone 
• 19222-28-7 3-(4-nitro-benzoyl)-pentane-2,4-dione 
• 586-78-7 para-nitrophenyl bromide 
• 100-19-6 (4-nitrophenyl)ethanone 
• 1286722-85-7 3-hydroxy-1-(4-nitrophenyl)-1-butanone 
• 141-78-6 ethyl acetate 
• 67863-40-5 lithium isopropenolate 
• 122-04-3 4-nitro-benzoyl chloride 
• 88958-64-9 1-(4-nitrophenyl)-1-hydroxy-3-butanone 
• 147-85-3 L-proline 
• 6048-20-0 4-nitrobenzoyl cyanide 

Downstream Products

• 65124-91-6 (1E,2E)-1,2-bis(1-(4-nitrophenyl)ethylidene)hydrazine 
• 100-19-6 (4-nitrophenyl)ethanone 
• 10380-61-7 Diethyl N-(1-methyl-3-p-nitrophenyl-3-oxopropylidene)-aminomalonate 
• 1214734-46-9 (Z)-1,5-dihydroxy-5-methyl-1-(4-nitrophenyl)hex-1-en-3-one 
• 1448676-27-4 3-ethyl-9-(4-nitrophenyl)-5H,6H,7H-pyridazino[4,3-e][1,4]diazepine 
• 1448675-97-5 2-diazo-5-hydroxy-1-(4-nitrophenyl)heptane-1,3-dione 
• 1448676-06-9 6-ethyl-3-(4-nitrobenzoyl)pyridazin-4-ol 
• 1448676-20-7 ethyl 3-ethyl-7-(4-nitrophenyl)thieno[3,2-c]pyridazine-6-carboxylate 
• 62-23-7 4-nitro-benzoic acid 
• 433716-68-8 3-methyl-6,7-methylenedioxy-1-(4-nitrophenyl)isoquinoline 

Relevant articles and documents

A 1, 3 - dicarbonyl compound synthesis method

The invention discloses a synthetic method for 1,3-dicarbonyl compound, which belongs to the technical field of organic synthesis of intermediates. The method comprises the following concrete steps: (1) adding acetone, aromatic aldehyde, t-butyl hydropero

Direct route to 1,3-diketones by palladium-catalyzed carbonylative coupling of aryl halides with acetylacetone

Man up your magnesium! By employing a MgCl2/Et3N system, aryl diketones can be generated from the Pd-catalyzed carbonylative α-arylation of acetylacetone with aryl bromides (see scheme). The method is ideal for the introduction of carbon isotopes into more complex structures, since only stoichiometric amounts of carbon monoxide are employed. Copyright

Albumin-directed stereoselective reduction of 1,3-diketones and β-hydroxyketones to anti diols

The reduction of 1,3-diketones and β-hydroxyketones with NaBH 4 in aqueous acetonitrile is highly stereoselective in the presence of stoichiometric amounts of bovine or human albumin, giving anti 1,3-diols with d.e. up to 96%. The same reaction, without albumin, gives syn and anti 1,3-diols in approximately 1:1 ratio. The presence of an aromatic carbonyl group is essential for diastereoselectivity in the NaBH4/albumin reduction of both 1,3-diketones and β-hydroxyketones. Thus, 3-hydroxy-1-(p-tolyl)-1- butanone is stereoselectively reduced in the presence of albumin, while reduction of its isomer 4-(p-tolyl)-4-hydroxy-2-butanone is not stereoselective. The albumin-controlled reduction is not stereospecific as both enantiomers of 1-aryl-3-hydroxy-1-butanones are reduced to diols with identical stereoselectivities. Circular dichroism of the bound substrates confirms that aromatic ketones are recognized by the protein's IIA binding site. Binding studies also suggest that 1,3-diketones are recognized in their enol form. From the effect of pH on binding of a diketone it is concluded that, in the complex with the substrate, ionizable residues His242 and Lys199 are in the neutral and protonated forms, respectively. A homology model of BSA was obtained and docking of model substrates confirms the preference of the protein for aromatic ketones. Modelling of the complexes with the substrates also allows us to propose a mechanism for the reduction of 1,3-diketones in which the chemoselective reduction of the first (aliphatic) carbonyl is followed by the diastereoselective reduction of the second (aromatic) carbonyl. The role of albumin is thus a combination of chemo- and stereocontrol.