7466-48-0

Basic information

• Product Name: (3E)-4-(3-nitrophenyl)but-3-en-2-one
• Synonyms: (3E)-4-(3-Nitrophenyl)-3-buten-2-one; 3-buten-2-one, 4-(3-nitrophenyl)-, (3E)-; 4-(m-Nitrophenyl)-3-buten-2-one
• CAS NO: 7466-48-0
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.1834
• Mol File: 7466-48-0.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 345.3°C at 760 mmHg
• Flash Point: 169.2°C
• Density: 1.226g/cm³
• Vapor Pressure: 6.22E-05mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: (3E)-4-(3-nitrophenyl)but-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3E)-4-(3-nitrophenyl)but-3-en-2-one(7466-48-0)
• EPA Substance Registry System: (3E)-4-(3-nitrophenyl)but-3-en-2-one(7466-48-0)

Safety Data

• Hazardous Substances Data: 7466-48-0(Hazardous Substances Data)

Usage

General Description

(3E)-4-(3-nitrophenyl)but-3-en-2-one, also known as 3-nitrochalcone, is a chemical compound with the molecular formula C11H9NO3. It is a yellowish crystalline solid that is commonly used in organic synthesis and as an intermediate in the production of various pharmaceuticals and agrochemicals. 3-nitrochalcone possesses anti-inflammatory, antibacterial, and antifungal properties, making it a valuable compound for medicinal and agricultural applications. Additionally, it is often utilized as a colorimetric reagent for the detection of various metal ions and organic substances in analytical chemistry. Despite its potential uses, 3-nitrochalcone should be handled with caution due to its potential health hazards and environmental risks.

Upstream product

• 1670-14-0 benzamidine monohydrochloride 
• 29197-19-1 3-(3-nitrobenzylidene)pentane-2,4-dione 
• 99-61-6 3-nitro-benzaldehyde 
• 67-64-1 acetone 
• 14230-31-0 1-triethylstannanyl-propan-2-one 
• 141-97-9 ethyl acetoacetate 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 121-89-1 3-Nitroacetophenone 
• 4202-14-6 dimethyl (2-oxopropyl)phosphonate 
• 541-50-4 2-acetoacetic acid 
• 40891-03-0 3-(dimorpholinomethyl)-1-nitrobenzene 
• 111011-80-4 2-acetonyl-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane 
• 674-82-8 4-methyleneoxetan-2-one 
• 108-24-7 acetic anhydride 

Downstream Products

• 621-21-6 1,5-bis-(3-nitro-phenyl)-penta-1,4-dien-3-one 
• 39896-35-0 4-(3-amino-phenyl)-butan-2-one 
• 52945-15-0 4-(3-amino-phenyl)-but-3-en-2-one 
• 24523-08-8 1-<3-Amino-phenyl>-butanol-(3) 
• 24523-07-7 1-<3-Benzolazo-phenyl>-butanol-(3) 
• 84175-41-7 (E)-5-Morpholin-4-yl-1-(3-nitro-phenyl)-pent-1-en-3-one; hydrochloride 
• 3506-81-8 4-(3-nitrophenyl)butan-2-one 
• 97481-60-2 6-amino-5-(1-methyl-m-nitrocinnamylidene)-1,3-dimethyluracil 
• 97481-65-7 2-(3-nitrophenyl)-4,7,9-trimethyl-6-hydroxy-8-oxo-2,3-dihydropyrimidino<5,6-b>-1,5-diazepine 
• 134599-99-8 4-(m-nitrophenyl)-6-methyl-3-cyano-2-pyridone 
• 141537-01-1 3-bromo-4-(3-nitro-phenyl)-but-3-en-2-one 
• 85825-90-7 m-Nitro-α-chlorbenzalaceton 
• 882-26-8 3-nitro-β-nitrostyrene 
• 64-19-7 acetic acid 

Relevant articles and documents

Synthesis method of dihydropyridine drug degradation impurity

The invention belongs to the technical field of organic synthesis, and particularly relates to a method for synthesizing dihydropyridine drug degradation impurities, which comprises the following steps of: reacting 3-nitrobenzaldehyde and acetone dimethyl phosphate serving as raw materials to obtain an intermediate 1, and then sequentially reacting with methyl acetoacetate and polyphosphoric acid to finally obtain a degradation impurity I and a degradation impurity II, the yield of the degraded impurity I is 30-35%, the purity of the degraded impurity I reaches 97% or above, the yield of the degraded impurity II is 25-30%, and the purity of the degraded impurity II reaches 97% or above. The high-purity dihydropyridine drug degradation impurity I and the high-purity dihydropyridine drug degradation impurity II are prepared through a chemical synthesis method and can be further used for pharmacological and toxicological research on the degradation impurity I and the degradation impurity II, and sample support is provided for research on side effects of dihydropyridine drug impurities. Meanwhile, the compound can be used as an impurity working standard substance for HPLC analysis of related substances of dihydropyridine drugs.

Access to Spirocyclic Benzothiophenones with Multiple Stereocenters via an Organocatalytic Cascade Reaction

The present report describes an organocatalytic cascade reaction between 2-alkylidene benzo[b]thiophenone derivatives and enones in the presence of the Cinchona alkaloid amine. Spirobenzothiophenonic cyclohexane derivatives containing three stereocenters were prepared via one-step synthesis in yields ranging from 88 to 96% and in enantioselectivities (enantiomeric excess (ee)) ranging from 85 to 97%, with diastereoselectivities of approximately 14/2/1. Therefore, this method provides an efficient route for the synthesis of a new class of optically active 2-spirobenzothiophenones.

An access to α, β-unsaturated ketones via dual cooperative catalysis

A dual cooperative organocatalytic approach for the synthesis of α, β-unsaturated ketones is described. This one pot transformation is realized via a domino Knoevenagel-Michael-retro Michael reaction sequence. Various aliphatic ketones reacted smoothly with aromatic as well as aliphatic aldehydes in presence catalytic amount of Meldrum's acid and bifunctional amine. The highlights of this protocol are the easy availability of catalysts, high selectivity, and functional group tolerance. The reaction proved to highly E-selective with no side products emanating from self-condensation, unlike the base-mediated reactions.