13331-93-6

Basic information

• Product Name: 2,6-Dimethyl-4-nitrosophenol
• Synonyms: LABOTEST-BB LT00454534;2,6-DIMETHYLBENZOQUINONE 4-OXIME;2,6-dimethyl-4-nitroso-pheno;2,6-Dimethyl-p-nitrosophenol;2,6-Xylenol, 4-nitroso-;Phenol, 2,6-dimethyl-4-nitroso-;2,6-Dimethyl-4-nitrosophenol;4-Nitroso-2,6-xylenol
• CAS NO: 13331-93-6
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: 236-382-2
• Product Categories: Starting Raw Materials & Intermediates;Phenoles and thiophenoles
• Mol File: 13331-93-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 166-171°C
• Boiling Point: 310.031 °C at 760 mmHg
• Flash Point: 141.302 °C
• Appearance: /
• Density: 1.161 g/cm³
• Vapor Pressure: 0.000337mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: 2,6-Dimethyl-4-nitrosophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dimethyl-4-nitrosophenol(13331-93-6)
• EPA Substance Registry System: 2,6-Dimethyl-4-nitrosophenol(13331-93-6)

Safety Data

• Hazardous Substances Data: 13331-93-6(Hazardous Substances Data)

Usage

Chemical Properties

Yellow crystals

InChI:InChI=1/C8H9NO2/c1-5-3-7(9-11)4-6(2)8(5)10/h3-4,10H,1-2H3

Upstream product

• 576-26-1 2.6-dimethylphenol 
• 108-95-2 phenol 

Downstream Products

• 158815-51-1 2-methoxy-1,3-dimethyl-5-nitrosobenzene 
• 15980-22-0 3,5-dimethyl-4-hydroxyaniline 
• 1030842-66-0 N-hydroxy-N-(4-hydroxy-3,5-dimethylphenyl)benzamide 
• 74827-86-4 3',5'-dimethyl-2'-(ethylthio)-4'-hydroxyacetanilide 
• 74827-85-3 N-(3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)acetamide 
• 74827-87-5 2,6-dimethyl-4-(phenylimino)cyclohexa-2,5-dien-1-one 
• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 22900-79-4 N-(3,5-dimethyl-4-hydroxyphenyl)-acetamide 

Relevant articles and documents

Mechanistic studies of fluorescent sensors for the detection of reactive oxygen species

Two new sensors for the detection of reactive oxygen species have been synthesized and characterized; they contain the 4-amino-7-nitrobenzofurazan (ABF) moiety covalently tethered to a phenol. Comparison of sensors ABFhd and dABFhd (the latter containing two ortho-methyl groups) shows that introduction of steric bulk leads to an improvement of fluorescent sensor performance, thus confirming our previous predictions based on computational chemistry. ABFhd and dABFhd are new tools for biological applications involving reactive oxygen species, in particular oxygen-centered radicals. This journal is The Royal Society of Chemistry.

A study of the reaction of different phenol substrates with nitric oxide and peroxynitrite

The reactivity of different phenol substrates with nitric oxide and peroxynitrite was investigated. In general, nitration is the major reaction with peroxynitrite, while reactions with aqueous solutions of nitric oxide led to mixtures of nitro and nitroso derivatives depending upon the phenol. Nitrosation occurs on phenol substrates bearing a free para- position with respect to the OH group with the exception of 1-naphthol, which afforded a 1:1 mixture of the 2- and the 4-nitroso derivatives. Chromans 7 and 8 showed the highest reactivity with peroxynitrite, which suggests that they can act as efficient scavengers of this toxic intermediate. In both cases the corresponding 5-nitro derivative was the only reaction product detected. Finally, the fact that chroman 8 reacts with nitric oxide to afford the p- quinone derivative 22a in 90% yield suggests that this antioxidant could also be of potential use as specific nitric oxide tracer in biological tissues.

REACTIVITY OF AROMATIC C-NITROSO COMPOUNDS RELATIVE TO REACTION WITH 2-METHYL-2-BUTENE

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