5378-76-7

Basic information

• Product Name: 3-methyl-5-nitrobenzene-1,2-diol
• Synonyms: 3-methyl-5-nitrobenzene-1,2-diol;3-Methyl-5-nitro-1,2-benzenediol;3-Methyl-5-nitrocatechol
• CAS NO: 5378-76-7
• Molecular Formula: C₇H₇NO₄
• Molecular Weight: 169.13478
• Mol File: 5378-76-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-methyl-5-nitrobenzene-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-5-nitrobenzene-1,2-diol(5378-76-7)
• EPA Substance Registry System: 3-methyl-5-nitrobenzene-1,2-diol(5378-76-7)

Safety Data

• Hazardous Substances Data: 5378-76-7(Hazardous Substances Data)

Upstream product

• 488-17-5 3-methylbenzene-1,2-diol 
• 534-52-1 6-methyl-2,4-dinitrophenol 
• 78312-28-4 5-nitro-2,3-dimethoxytoluene 

Relevant articles and documents

Development of a liquid chromatographic method based on ultraviolet-visible and electrospray ionization mass spectrometric detection for the identification of nitrocatechols and related tracers in biomass burning atmospheric organic aerosol

Rationale: Studying the chemical composition of biomass burning aerosol (BBA) is very important in order to assess their impact on the climate and the biosphere. In the present study, we focus on the characterization of some newly recognized biomass burning aerosol tracers including methyl nitrocatechols, nitroguaiacols and 4-nitrocatechol, but also on nitrophenols, methyl nitrophenols and nitrosalicylic acids, using liquid chromatography tandem mass spectrometry. Methods: For the purpose of their separation and detection in atmospheric aerosol, a new chromatographic method was initially developed based on reversed-phase chromatography coupled with ultraviolet/visible (UV/Vis) detection. The method was afterwards transferred to a liquid chromatography/electrospray ionization linear ion trap mass spectrometry (LC/ESI-LITMS) system in order to identify the targeted analytes in winter aerosol from the city of Maribor, Slovenia, using their chromatographic retention times and characteristic (-)ESI product ion (MS2) spectra. Results: The fragmentation patterns of analytes obtained with LITMS are presented. Additional nitro-aromatic compounds (m/z 168 and 182) closely related to the targeted nitrocatechols and nitroguaiacols were detected in the aerosol. According to their MS2 spectra these compounds could be attributed to methyl homologues of methyl nitrocatechols and nitroguaiacols. Conclusions: The proposed LC/MS method results in a better separation and specificity for the targeted analytes. Several nitro-aromatic compounds were detected in urban BBA. The LC/MS peak intensity of the newly detected methyl nitrocatechols and nitroguaiacols is comparable to that of the methyl nitrocatechols, which also qualifies them as suitable molecular tracers for secondary biomass burning aerosol.

Nitrocatechols versus nitrocatecholamines as novel competitive inhibitors of neuronal nitric oxide synthase: Lack of the aminoethyl side chain determines loss of tetrahydrobiopterin-antagonizing properties

6-Nitrocatecholamines were recently described as novel neuronal nitric oxide synthase inhibitors competing with both L-arginine and tetrahydrobiopterin (BH4). We report now that simple nitrocatechols are also competitive inhibitors, lacking however BH4-antagonizing properties. It is argued that 6-nitrocatecholamines interact with the L-arginine- and BH4-binding sites through the nitrocatechol and aminoethyl moieties, respectively.