CAS 4023-82-9

1-(4-Nitrophenyl)-1,3-butanedione

Description:

1-(4-Nitrophenyl)-1,3-butanedione, also known by its CAS number 4023-82-9, is an organic compound characterized by its diketone structure, featuring a butanedione backbone substituted with a nitrophenyl group. This compound typically exhibits a yellow crystalline appearance due to the presence of the nitro group, which can influence its electronic properties and reactivity. It is known for its potential applications in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals, owing to its ability to participate in various chemical reactions, such as nucleophilic additions and condensation reactions. The nitro group enhances its electrophilic character, making it a useful intermediate in the synthesis of more complex molecules. Additionally, 1-(4-Nitrophenyl)-1,3-butanedione may exhibit interesting photophysical properties, which can be explored in materials science and dye applications. As with many organic compounds, handling should be done with care, considering potential toxicity and environmental impact.

Formula: C₁₀H₉NO₄

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

InChI key: InChIKey=UUFHFNDYTYXICJ-UHFFFAOYSA-N

SMILES: C(CC(C)=O)(=O)C1=CC=C(N(=O)=O)C=C1

Synonyms:

• (p-Nitrobenzoyl)acetone
• 1,3-Butanedione, 1- (p-nitrophenyl)-
• 1,3-Butanedione, 1-(4-Nitrophenyl)-
• 1-(4-Nitrophenyl)-1,3-butanedione
• 1-(p-Nitrophenyl)-1,3-butanedione
• 4-Nitrobenzoylacetone
• Benzoylacetone, p-nitro-
• NSC 21486

1-(4-Nitrophenyl)butane-1,3-dione

CAS: 4023-82-9

1-(4-Nitrophenyl)butane-1,3-dione is a tautomer of 1,4-naphthoquinone. This compound has been reported to have an optical rotation of [alpha]D=+14.2° (C=1 in methanol). The triflate and carbonyl groups are involved in hydrogen bonding with each other. The hydrogen bond is a weak interaction that only occurs between polar molecules. This compound also has an x-ray crystal structure, which can be determined by diffraction studies. It is possible to synthesize this molecule from 1,4-naphthoquinone and butane-1,3-dione or by photolysis of 1-(4-nitrophenyl)-2,5-dioxopentanoic acid. In addition to its optical properties, the intramolecular hydrogen bonds give this molecule interesting optical properties.

Formula: C₁₀H₉NO₄

Purity: Min. 95%

Molecular weight: 207.18 g/mol

Ref: 3D-EAA02382