108791-66-8

Basic information

• Product Name: 1,4-bis(4-nitrophenyl)butane-1,4-dione
• Synonyms: 1,4-bis(4-nitrophenyl)butane-1,4-dione;1,4-bis(4-nitrophenyl)-1,4-butanedione
• CAS NO: 108791-66-8
• Molecular Formula: C₁₆H₁₂N₂O₆
• Molecular Weight: 328.27628
• Mol File: 108791-66-8.mol
• Article Data: 18

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,4-bis(4-nitrophenyl)butane-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis(4-nitrophenyl)butane-1,4-dione(108791-66-8)
• EPA Substance Registry System: 1,4-bis(4-nitrophenyl)butane-1,4-dione(108791-66-8)

Safety Data

• Hazardous Substances Data: 108791-66-8(Hazardous Substances Data)

Usage

General Description

1,4-bis(4-nitrophenyl)butane-1,4-dione, also known as Benzilic acid bis(4-nitrophenyl) ester, is a chemical compound primarily used in chemical research and for the synthesis of other chemical intermediates. The compound's molecular formula is C22H16N2O8 and it has a molar mass of 440.37 g/mol. Structurally, it comprises two nitrophenyl rings linked by a butane-1,4-dione backbone. Handling of this chemical should always comply with safety regulations as it may pose health risks. Like other nitro compounds, it may also have explosive properties under certain conditions.

Upstream product

• 13277-61-7 p-Nitrobenzoyl bromide 
• 100-19-6 (4-nitrophenyl)ethanone 
• 99-81-0 4-Nitrophenacyl bromide 
• 534-22-5 2-methylfuran 
• 99843-65-9 O-ethyl S-[2-(4-nitrophenyl)-2-oxoethyl] dithiocarbonate 
• 67-68-5 dimethyl sulfoxide 
• 6097-21-8 2-(4-nitrophenyl)-2-oxoethyl thiocyanate 
• 86098-05-7 1-(4-nitrophenyl)-2-selenocyanatoethan-1-one 
• 74812-79-6 1-(4-nitrophenyl)-1-trimethylsilyloxyethylene 
• 55991-65-6 [1-(4-methoxyphenyl)vinyloxy]trimethylsilane 

Downstream Products

• 137596-49-7 2,5-bis(4-nitrophenyl)pyrrole 
• 137596-50-0 1-methyl-2,5-bis(4-nitrophenyl)pyrrole 
• 56297-30-4 2,5-(4′-nitrophenyl)furan 
• 70010-47-8 2,5-bis(4-nitrophenyl)thiophene 
• 162878-72-0 2,5-bis(4-aminophenyl)pyrrole 
• 53715-17-6 2,5-bis(4-aminophenyl)furan 
• 70010-49-0 2, 5-bis(4-aminophenyl)thiophene 
• 1258232-55-1 1-(4-Fluorophenyl)-2,5-bis(4-nitrophenyl)-1H-pyrrole 
• 1258233-38-3 2,5-bis(4-nitrophenyl)-1-(4-(trifluoromethyl)phenyl)-1H-pyrrole 
• 1539324-92-9 C₂₂H₁₈ClN₃O₄ 
• 1539325-04-6 C₂₂H₁₈BrN₃O₄ 
• 1539325-14-8 C₂₃H₂₁N₃O₅ 

Relevant articles and documents

Novel Catechol Derivatives of Arylimidamides as Antileishmanial Agents

Two novel bis-arylimidamide derivatives with terminal catechol moieties (9a and 10a) and two parent compounds with terminal phenyl groups (DB613 and DB884) were synthesized as dihydrobromide salts (9b and 10b). The designed compounds were hybrid molecules

Hexafluoroisopropanol as solvent and promotor in the Paal-Knorr synthesis of N-substituted diaryl pyrroles

An additive-free synthesis of challenging N-substituted aryl pyrroles from the often poorly soluble corresponding 1,4-diketones by means of the Paal-Knorr pyrrole synthesis is reported, which makes use of the unique properties of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a solvent and reaction promotor. Our procedure offers simple execution and purification as well as easy scale-up and can be applied in the Paal-Knorr synthesis of a large number of structurally diverse pyrroles including the synthetically challenging tetra- and penta-substituted pyrroles in moderate to excellent yields. HFIP can also be used as solvent in the Paal-Knorr synthesis of furans and thiophenes; however, the solvent effect is more pronounced in synthesis of pyrroles.

Lead-Halide Perovskites for Photocatalytic α-Alkylation of Aldehydes

Cost-effective and efficient photocatalysis are highly desirable in chemical synthesis. Here we demonstrate that readily prepared suspensions of APbBr3 (A = Cs or methylammonium (MA)) type perovskite colloids (ca. 2-100 nm) can selectively photocatalyze carbon-carbon bond formation reactions, i.e., α-alkylations. Specifically, we demonstrate α-alkylation of aldehydes with a turnover number (TON) of over 52,000 under visible light illumination. Hybrid organic/inorganic perovskites are revolutionizing photovoltaic research and are now impacting other research fields, but their exploration in organic synthesis is rare. Our low-cost, easy-to-process, highly efficient and bandedge-tunable perovskite photocatalyst is expected to bring new insights in chemical synthesis.