67323-06-2

Basic information

• Product Name: 4'-METHOXY-2'-NITROACETOPHENONE
• Synonyms: 4'-METHOXY-2'-NITROACETOPHENONE;1-(4-Methoxy-2-nitrophenyl)ethanone
• CAS NO: 67323-06-2
• Molecular Formula: C₉H₉NO₄
• Molecular Weight: 195.17
• Mol File: 67323-06-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 49-50 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Boiling Point: 352.133°C at 760 mmHg
• Flash Point: 173.057°C
• Appearance: /
• Density: 1.245g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: 4'-METHOXY-2'-NITROACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-METHOXY-2'-NITROACETOPHENONE(67323-06-2)
• EPA Substance Registry System: 4'-METHOXY-2'-NITROACETOPHENONE(67323-06-2)

Safety Data

• Hazardous Substances Data: 67323-06-2(Hazardous Substances Data)

Usage

General Description

4'-Methoxy-2'-nitroacetophenone is a chemical compound with the molecular formula C9H9NO4. It is a yellow crystalline solid that is used in the synthesis of pharmaceutical and agrochemical compounds. 4'-Methoxy-2'-nitroacetophenone is also used as an intermediate in the production of dyes, pigments, and other organic compounds. It is a nitro-substituted aromatic compound that exhibits a strong electron-withdrawing effect due to the presence of the nitro group, making it a valuable building block in organic synthesis. This chemical is also known by its CAS number 122087-42-3 and is commonly used in research and industrial applications.

InChI:InChI=1/C9H9NO4/c1-6(11)8-4-3-7(14-2)5-9(8)10(12)13/h3-5H,1-2H3

Upstream product

• 1439930-70-7 (E)-1-(4-methoxy-2-nitrophenyl)ethanone O-methyl oxime 
• 80965-21-5 (E)-1-(4-methoxyphenyl)ethan-1-one O-methyl oxime 
• 33844-21-2 2-nitro-4-methoxybenzoic acid 
• 50424-96-9 4-methoxy-2-nitro-benzoyl chloride 

Downstream Products

• 74599-31-8 (E)-3-(4-Chloro-phenyl)-1-(4-methoxy-2-nitro-phenyl)-propenone 
• 58487-56-2 2-chloro-7-methoxy-4-methyl-quinazoline 
• 74599-18-1 (4-Methoxy-2-nitro-phenyl)-[3-(4-methoxy-phenyl)-oxiranyl]-methanone 
• 74599-05-6 3-(4-Methoxy-2-nitro-phenyl)-2-(4-methoxy-phenyl)-3-oxo-propionaldehyde 
• 74599-04-5 2-(4-Chloro-phenyl)-3-(4-methoxy-2-nitro-phenyl)-3-oxo-propionaldehyde 
• 74599-17-0 [3-(4-Chloro-phenyl)-oxiranyl]-(4-methoxy-2-nitro-phenyl)-methanone 
• 74599-06-7 3-(4-Methoxy-2-nitro-phenyl)-3-oxo-2-p-tolyl-propionaldehyde 
• 74599-19-2 (4-Methoxy-2-nitro-phenyl)-(3-p-tolyl-oxiranyl)-methanone 
• 74625-98-2 3-(4-Methoxy-2-nitro-phenyl)-3-oxo-2-phenyl-propionaldehyde 
• 74599-16-9 (4-Methoxy-2-nitro-phenyl)-(3-phenyl-oxiranyl)-methanone 
• 74625-92-6 2-(4-chlorophenyl)-6-methoxy-1-oxy-indol-3-one 
• 74625-93-7 6-Methoxy-1-oxy-2-p-tolyl-indol-3-one 
• 25421-26-5 6-methoxy-2-(4-methoxyphenyl)-1-oxyindol-3-one 
• 74625-91-5 6-Methoxy-2-phenylisatogen 

Relevant articles and documents

Palladium-catalyzed chelation-assisted aromatic C-H nitration: Regiospecific synthesis of nitroarenes free from the effect of the orientation rules

A palladium-catalyzed chelation-assisted ortho-nitration of aryl C-H bond is described. A range of azaarenes such as 2-arylquinoxalines, pyridines, quinoline, and pyrazoles were nitrated with excellent chemo- and regioselectivity. Using the O-methyl oximyl group as a removable directing group, the regiospecific synthesis of a variety of o-nitro aryl ketones was achieved starting from aryl ketones via a three-step process involving the Pd-catalyzed ipso-nitration of C-H bond as a key step. Mechanistic investigations support a silver-mediated radical mechanism involving Pd((II/III) and/or Pd(II/IV) catalytic cycles under oxidizing conditions.