3758-70-1

Basic information

• Product Name: 1-(4-NITROPHENYL)PROPAN-1-ONE
• Synonyms: SALOR-INT L259128-1EA;1-(4-nitrophenyl)-1-propanon;1-(4-nitrophenyl)-1-propanone;p-nitropropiophenone;4-NITROPROPIOPHENONE;1-(4-NITROPHENYL)PROPAN-1-ONE;BRN 2211544
• CAS NO: 3758-70-1
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17
• Product Categories: Aromatic Propiophenones (substituted)
• Mol File: 3758-70-1.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 289.4°Cat760mmHg
• Flash Point: 132.9°C
• Appearance: /
• Density: 1.199g/cm³
• Vapor Pressure: 0.00221mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: 1-(4-NITROPHENYL)PROPAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-NITROPHENYL)PROPAN-1-ONE(3758-70-1)
• EPA Substance Registry System: 1-(4-NITROPHENYL)PROPAN-1-ONE(3758-70-1)

Safety Data

• Hazardous Substances Data: 3758-70-1(Hazardous Substances Data)

Usage

General Description

1-(4-Nitrophenyl)propan-1-one is a chemical compound that belongs to the class of aromatic ketones. It has a molecular formula of C9H9NO3 and a molecular weight of 179.17 g/mol. This chemical is also known by the names p-nitroacetophenone and 4-nitropropiophenone. It is a pale yellow solid with a slightly sweet odor and is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. The nitro group in the molecule makes it a potentially explosive compound and it should be handled with caution. Additionally, it is important to note that 1-(4-Nitrophenyl)propan-1-one should be handled and used in accordance with safe laboratory practices and under proper supervision.

InChI:InChI=1/C9H9NO3/c1-2-9(11)7-3-5-8(6-4-7)10(12)13/h3-6H,2H2,1H3

Upstream product

• 34812-95-8 1,3-di-tert-butyl 2-methylpropanedioate 
• 122-04-3 4-nitro-benzoyl chloride 
• 38319-12-9 1-nitro-4-(1,2-propadienyl)benzene 
• 69709-35-9 1-(1-Benzenesulfonyl-propyl)-4-nitro-benzene 
• 93-55-0 1-phenyl-propan-1-one 
• 586-78-7 para-nitrophenyl bromide 
• 2386-64-3 ethylmagnesium chloride 
• 3249-50-1 1-propenyl acetate 
• 1067-52-3 tributyltin methoxide 
• 93-54-9 1-Phenyl-1-propanol 
• 7506-46-9 N-cyclohexyl-4-nitrobenzamide 
• 557-20-0 diethylzinc 
• 102-69-2 tri-n-propylamine 
• 636-98-6 p-nitrobenzene iodide 

Downstream Products

• 60644-67-9 2-methyl-3-(p-nitrophenyl)-1-propene-3-one 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 32780-89-5 (Z)-1-Iod-1-(p-nitrophenyl)propen 
• 70-69-9 1-(4-aminophenyl)-1-propanone 
• 1313714-59-8 (E/Z)-2-cyano-3-methyl-4-(4-nitrophenyl)but-2-enoic acid ethyl ester 
• 16942-62-4 2-amino-4-(4’-nitrophenyl)-5-methyl-1,3-thiazole 

Relevant articles and documents

Synthesis and biologic activity of p-hydroxylaminopropiophenone.

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Chemoselective synthesis of ketones and ketimines by addition of organometallic reagents to secondary amides

The development of efficient and selective transformations is crucial in synthetic chemistry as it opens new possibilities in the total synthesis of complex molecules. Applying such reactions to the synthesis of ketones is of great importance, as this motif serves as a synthetic handle for the elaboration of numerous organic functionalities. In this context, we report a general and chemoselective method based on an activation/addition sequence on secondary amides allowing the controlled isolation of structurally diverse ketones and ketimines. The generation of a highly electrophilic imidoyl triflate intermediate was found to be pivotal in the observed exceptional functional group tolerance, allowing the facile addition of readily available Grignard and diorganozinc reagents to amides, and avoiding commonly observed over-addition or reduction side reactions. The methodology has been applied to the formal synthesis of analogues of the antineoplastic agent Bexarotene and to the rapid and efficient synthesis of unsymmetrical diketones in a one-pot procedure. Macmillan Publishers Limited. All rights reserved.

Development of a robust and practical process for the Darzens condensation and α,β-epoxide rearrangement: Scope and limitations of the methodology

A practical and robust process for the Darzens condensation of substituted benzaldehydes and subsequent α,β-epoxy rearrangement is reported. The process developed is both amenable to large scale and parallel synthesis. While electron-poor benzaldehydes gave mixtures of aryl ketones and 2-substituted aryl ketones in mediocre to low yields, electron-rich benzaldehydes were found to react in high yields with complete regioselectivity to form 2-substituted aryl ketones. Georg Thieme Verlag Stuttgart.