39501-57-0

Basic information

• Product Name: 2,4-dimethoxy-1-nitrosobenzene
• Synonyms: 2,4-dimethoxy-1-nitrosobenzene
• CAS NO: 39501-57-0
• Molecular Weight: 167.164
• Mol File: 39501-57-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,4-dimethoxy-1-nitrosobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dimethoxy-1-nitrosobenzene(39501-57-0)
• EPA Substance Registry System: 2,4-dimethoxy-1-nitrosobenzene(39501-57-0)

Safety Data

• Hazardous Substances Data: 39501-57-0(Hazardous Substances Data)

Upstream product

• 151-10-0 1,3-Dimethoxybenzene 
• 133730-34-4 2,4-dimethoxyphenylboronic acid 
• 2735-04-8 2,4-Dimethoxyaniline 

Relevant articles and documents

Nitrosation of aryl and heteroaryltrifluoroborates with nitrosonium tetrafluoroborate

Organotrifluoroborates have emerged as an alternative to toxic and air- and moisture-sensitive organometallic species for the synthesis of functionalized aryl and heteroaryl compounds. It has been shown that the trifluoroborate moiety can be easily converted into a variety of different substituents in a late synthetic stage. In this paper, we disclose a mild, selective, and convenient method for the ipso-nitrosation of organotrifluoroborates using nitrosonium tetrafluoroborate (NOBF4). Aryl- and heteroaryltrifluoroborates were converted into the corresponding nitroso products in good to excellent yields. This method proved to be tolerant of a broad range of functional groups.

Selective nitration versus oxidative dealkylation of hydroquinone ethers with nitrogen dioxide

Various alkyl-substituted p-dialkoxybenzenes (ArH) react readily with nitrogen dioxide (NO2) in dichloromethane solution via either nitration (ArNO2) or oxidative dealkylation to quinones (Q). Spectral transients indicate that these coupled processes proceed from the dialkoxybenzene radical cation (ArH+) formed as the common reactive intermediate from electron-transfer in the disproportionated precursor [ArH, NO+]NO3-. In fast subsequent steps, ArH+ undergoes homolytic coupling with NO2 (which leads to aromatic nitration) and nucleophilic attack of NO3- (which results in oxidative dealkylation). As such, the competition between nitration and oxidative dealkylation is effectively modulated by solvent polarity and added nitrate.