22731-72-2

Basic information

• Product Name: 1-(4'-nitrophenyl)prop-2-en-1-one
• Synonyms: 1-(4'-nitrophenyl)prop-2-en-1-one
• CAS NO: 22731-72-2
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.16
• Mol File: 22731-72-2.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 317.8°Cat760mmHg
• Flash Point: 156.1°C
• Appearance: /
• Density: 1.226g/cm³
• Vapor Pressure: 0.000376mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: 1-(4'-nitrophenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4'-nitrophenyl)prop-2-en-1-one(22731-72-2)
• EPA Substance Registry System: 1-(4'-nitrophenyl)prop-2-en-1-one(22731-72-2)

Safety Data

• Hazardous Substances Data: 22731-72-2(Hazardous Substances Data)

Usage

General Description

1-(4'-nitrophenyl)prop-2-en-1-one, also known as 4-Nitrochalcone, is a chemical compound with the molecular formula C15H11NO3. It is a bright yellow solid with a molecular weight of 249.25 g/mol. 1-(4'-nitrophenyl)prop-2-en-1-one is commonly used in organic synthesis and as a starting material for the preparation of various pharmaceuticals and agrochemicals. It is also utilized in research and development of novel materials due to its interesting chemical and physical properties. Additionally, 1-(4'-nitrophenyl)prop-2-en-1-one has been studied for its potential biological activities, including antimicrobial, anti-inflammatory, and anticancer properties.

InChI:InChI=1/C9H7NO3/c1-2-9(11)7-3-5-8(6-4-7)10(12)13/h2-6H,1H2

Upstream product

• 1826-67-1 vinyl magnesium bromide 
• 555-16-8 4-nitrobenzaldehdye 
• 123232-63-3 1-(4-nitrophenyl)-prop-2-en-1-ol 
• 75-11-6 diiodomethane 
• 38488-17-4 1-(4-nitrophenyl)-2-(phenylsulfonyl)ethan-1-one 
• 50-00-0 formaldehyd 
• 100-19-6 (4-nitrophenyl)ethanone 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 122-04-3 4-nitro-benzoyl chloride 
• 36994-29-3 3-dimethylamino-1-(4-nitrophenyl)propan-1-one hydrochloride 
• 87015-39-2 1-(4-Nitro-phenyl)-3-(toluene-4-sulfonyl)-propan-1-one 
• 95605-30-4 Trimethyl-[3-(4-nitro-phenyl)-3-oxo-propyl]-ammonium; bromide 
• 754-06-3 vinyltrimethyltin 
• 20461-79-4 α-diazo-p-nitropropiophenone 

Downstream Products

• 1461634-28-5 (2,2-difluorocyclopropyl)(4-nitrophenyl)methanone 
• 1461634-39-8 (5-fluoro-2-methyl-1H-pyrrol-3-yl)(4-nitrophenyl)methanone 
• 1529771-20-7 4,4,4-trifluoro-1-(4-nitrophenyl)butan-1-one 
• 1529771-26-3 4-chloro-4,4-difluoro-1-(4-nitrophenyl)butan-1-one 
• 1529771-36-5 4-bromo-4,4-difluoro-1-(4-nitrophenyl)butan-1-one 
• 898777-59-8 ethyl 5-(4′-nitrophenyl)-5-oxopentanoate 
• 3769-94-6 1-(4-nitrophenyl)butan-1-one 

Relevant articles and documents

Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures

We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

Manganese-Catalyzed Ring-Opening Coupling Reactions of Cyclopropanols with Enones

A manganese-catalyzed ring-opening coupling reaction of cyclopropanols with enones for the facile and efficient preparation of 1,6-diketones is described. A wide array of synthetically important 1,6-diketones bearing manifold functional groups are obtained with up to 93% yield. These reactions feature broad substrate scopes, environmentally benign conditions, inexpensive catalyst, and operational simplicity.

Indium(III)-Catalyzed Hydration and Hydroalkoxylation of α,β-Unsaturated Ketones in Aqueous Media

The hydration of α,β-unsaturated ketones with water proceeded efficiently in the presence of In(OTf)3 (20 mol%) in aqueous media to afford synthetically versatile β-hydroxyketones in moderate to good yields with good functional group compatibility. The method also can be extended to the hydroalkoxylation of α,β-unsaturated ketones with various alcohols for the efficient synthesis of β-alkoxyketones as well as tetrahydrofuran derivatives. (Figure presented.).