263554-11-6

Basic information

• Product Name: (2,5-dimethoxyphenyl)(4-nitrophenyl)methanone
• Synonyms: (2,5-dimethoxyphenyl)(4-nitrophenyl)methanone
• CAS NO: 263554-11-6
• Molecular Formula: C₁₅H₁₃NO₅
• Molecular Weight: 287.27
• Mol File: 263554-11-6.mol

Chemical Properties

• Boiling Point: 485.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.263±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (2,5-dimethoxyphenyl)(4-nitrophenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2,5-dimethoxyphenyl)(4-nitrophenyl)methanone(263554-11-6)
• EPA Substance Registry System: (2,5-dimethoxyphenyl)(4-nitrophenyl)methanone(263554-11-6)

Safety Data

• Hazardous Substances Data: 263554-11-6(Hazardous Substances Data)

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 150-78-7 1,4-dimethoxybezene 
• 636-98-6 p-nitrobenzene iodide 
• 201230-82-2 carbon monoxide 
• 107099-99-0 2,5-dimethoxyphenylboronic acid 

Downstream Products

• 81974-91-6 2,5-dimethoxy-1-(4'-nitrobenzyl)benzene 
• 353750-75-1 1,1'-[(4-nitrophenyl)methanediyl]bis(2,5-dimethoxybenzene) 
• 353750-61-5 2,5-dimethoxy-4'-nitrobenzhydrol 
• 340959-77-5 1-(2,5-dimethoxyphenyl)-2-(4-nitrophenyl)ethanone 
• 353750-72-8 2,5-dimethoxy-4'-nitrobenzhydryl chloride 
• 260411-93-6 2,5-dimethoxy-1-(4'-aminobenzyl)benzene 
• 80427-39-0 (2-hydroxy-5-methoxyphenyl)(4-nitrophenyl)methanone 

Relevant articles and documents

In situ generation of palladium nanoparticles: Ligand-free palladium catalyzed pivalic acid assisted carbonylative Suzuki reactions at ambient conditions

Highly selective carbonylative Suzuki reactions of aryl iodides with arylboronic acids using an in situ generated nanopalladium system furnished products in high yields. The reactions were performed under ambient conditions and in the absence of an added ligand. The key to success is the addition of pivalic acid, which can effectively suppress undesired Suzuki coupling. The synthesis can be easily scaled up, and the catalytic system can be reused up to nine times. The nature of the active catalytic species are discussed.

On the synthesis and biological properties of isocombretastatins: A case of ketone homologation during Wittig reaction attempts

New isocombretastatins were synthesized by reacting the corresponding phenstatin analogs with CH3PPh3Br in presence of tBuOK. These new derivatives showed significant activities against cellular proliferation and tubulin polymerization. In particular, monomethoxylated derivatives of phenstatin and isoCA-4 exhibit similar activities to those of parent phenstatin. Attempts of the Wittig reaction on 2- (or 4-) methoxy-4′-nitrobenzophenones in the same conditions do not lead to the expected isocombretastatins but to methyleneketones with the exclusion of triphenylphosphine. A mechanism for this new ketone homologation was proposed.

On the synthesis of dimethoxybenzyl cinnamates, monomers for electron transfer polymers

An economical way to obtain new monomers, precursors of electron transfer polymers, is described. These monomers were obtained by a Heck reaction between amino or halogeno-2,5-dimethoxydiarylmethane and methylacrylate. Different routes for the ionic reduction of various acetophenones to the corresponding diarylmethanes were studied. The yields and the nature of the by-products was stongly dependent upon the reaction conditions.

Studies on the Friedel-Crafts Reaction. XVI, Preparation of Isomeric 2-Acyl- and 3-Acyl-4-methoxy Phenols

Acylation of 4-methoxy phenol according to Friedel and Crafts, as well as the rearrangement of its esters according to Fries lead always to 2-acyl-4-methoxy phenols or to their demethylated compounds.The unknown 3-acyl-4-methoxyphenols were prepared in two steps: First, the ester is acylated with the corresponding acyl chloride and SnCl4 in nitromethane.In the second step the resulting ketoesters are hydrolysed.This is a general method.The yields of meta-acylphenols are between 40 and 90percent.The isomeric 2-acyl-4-methoxyphenols which were partly unknown or accessible only in low yields have also been prepared for comparative spectral studies (UV, IR, NMR, MS) of ortho- and meta-acylphenols. - Keywords: Friedel-Crafts acylation; Fries rearrangement; Ketoesters; Spectral data