66821-15-6

Basic information

• Product Name: Benzene, 1-[(1Z)-2-methoxyethenyl]-4-nitro-
• CAS NO: 66821-15-6
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.175
• Mol File: 66821-15-6.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzene, 1-[(1Z)-2-methoxyethenyl]-4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-[(1Z)-2-methoxyethenyl]-4-nitro-(66821-15-6)
• EPA Substance Registry System: Benzene, 1-[(1Z)-2-methoxyethenyl]-4-nitro-(66821-15-6)

Safety Data

• Hazardous Substances Data: 66821-15-6(Hazardous Substances Data)

Upstream product

• 636-98-6 p-nitrobenzene iodide 
• 107-25-5 methoxyethene 
• 100-00-5 4-chlorobenzonitrile 
• 586-78-7 para-nitrophenyl bromide 
• 4009-98-7 (methoxymethyl)triphenylphosphonium chloride 
• 555-16-8 4-nitrobenzaldehdye 
• 67-56-1 methanol 
• 937-31-5 (4-Nitrophenyl)acetylene 
• 75867-38-8 4-nitro-1-(trimethylsilylethynyl)benzene 

Downstream Products

• 1460-05-5 p-nitrophenylacetaldehyde 
• 91748-04-8 2-(hydroxymethyl)-2-(4-nitrophenyl)-1,3-propanediol 
• 266675-56-3 2-(4-nitrophenyl)-1,3-dibromo-2-(bromomethyl)propane 
• 84803-56-5 4-(2-methoxyethyl)aniline 
• 3769-82-2 2-(4-nitrophenyl)-1-phenylethanone 

Relevant articles and documents

Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature

Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.

Synthesis of Substrates for Aldolase-Catalysed Reactions: A Comparison of Methods for the Synthesis of Substituted Phenylacetaldehydes

Methods for the synthesis of phenylacetaldehydes (oxidation, one-carbon chain extension) were compared by using the synthesis of 4-methoxyphenylacetaldehyde as a model example. Oxidations of 4-methoxyphenylethanol with activated DMSO (Swern oxidation) or manganese dioxide gave unsatisfactory results; whereas oxidation with 2-iodoxybenzoic acid (IBX) produced 4-methoxyphenylacetaldehyde in reasonable (75%) yield. However, Wittig-type one-carbon chain extension with methoxymethylene-triphenylphosphine followed by hydrolysis gave an excellent (81% overall) yield of 4-methoxyphenylacetaldehyde from 4-methoxybenzaldehyde (a cheap starting material). This approach was subsequently used to synthesise a set of 10 substituted phenylacetaldehydes in good to excellent yields.

Enol ethers as carbonyl surrogates in a modification of the Povarov synthesis of 3-aryl quinolines and their anti-Toxoplasma activity

A novel method for the preparation of 2-carboxyl-3-aryl quinoline derivatives from anilines, ethyl glyoxalate and enol ethers as phenylacetaldehyde surrogates is reported. The three-component coupling reaction occurs rapidly under mild conditions in dichl