13168-78-0

Basic information

• Product Name: Phenol, 2-nitroso-
• Synonyms: Phenol,o-nitroso- (6CI,7CI,8CI); 2-Nitrosophenol; Orthonitrosophenol; o-Nitrosophenol
• CAS NO: 13168-78-0
• Molecular Formula: C₆H₅NO₂
• Molecular Weight: 123.11
• Mol File: 13168-78-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Phenol, 2-nitroso-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2-nitroso-(13168-78-0)
• EPA Substance Registry System: Phenol, 2-nitroso-(13168-78-0)

Safety Data

• Hazard Codes: 3:
• Safety Statements: x. See also NITROSO COMPOUNDS." target="_blank">Many nitroso compounds are carcinogens. Explodes when heated or on contact with
• Hazardous Substances Data: 13168-78-0(Hazardous Substances Data)

Usage

General Description

Phenol, 2-nitroso- is a chemical compound with the molecular formula C6H5NO2. It is a pale yellow solid that is primarily used as a reagent in organic synthesis. 2-nitroso-phenol is known for its ability to form stable complexes with various metals, making it useful in metal-catalyzed reactions. It is also used as a precursor in the production of certain dyes and pharmaceuticals. However, it is important to handle this compound with care, as it is toxic and can cause skin irritation and sensitization. Additionally, 2-nitroso-phenol has been found to have mutagenic and carcinogenic properties. Therefore, proper safety precautions and handling procedures should be followed when working with this chemical.

Upstream product

• 7732-18-5 water 
• 7758-99-8 copper(II) sulfate 
• 69-72-7 salicylic acid 
• 7722-84-1 dihydrogen peroxide 
• 71-43-2 benzene 
• 108-95-2 phenol 
• 7664-93-9 sulfuric acid 
• 95-55-6 2-amino-phenol 
• 599-71-3 piloty's acid 
• 88-75-5 2-hydroxynitrobenzene 
• 90-03-9 (2-hydroxyphenyl)mercury chloride 
• 17075-26-2 2-nitrosoanisole 

Downstream Products

• 833-50-1 2-phenylbenzo[d]oxazole 
• 1339219-05-4 (C₆H₄O₂BO)C₆H₄(NO) 
• 88-75-5 2-hydroxynitrobenzene 

Relevant articles and documents

The use of SERS to probe the adsorption and oxidation of o-aminophenol on the silver electrode

Surface-enhanced Raman scattering (SERS) has been used to probe the interaction of o-aminophenol with a silver electrode surface over a wide potential range.No spectrum of adsorbed o-aminophenol has been observed.The SERS spectra were ascribed to the products of o-aminophenol oxidation on the electrode surface at its stationary potential.The main product of oxidation has been identified as 3-aminophenoxazone.Some o-nitrosophenol is also created at the electrode surface.

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N-Oxidation of arylamines to nitrosobenzenes using chloroperoxidase purified from Musa paradisiaca stem juice

N-Oxidation of arylamines to their corresponding nitrosobenzenes using a new chloroperoxidase purified from Musa paradisiaca stem juice has been examined. The enzymatic characteristics of the stem chloroperoxidase using 4-chloroaniline as substrate were determined. The Km values for 4-chloroaniline and H2O2 were 770 μM and 154 μM respectively, while the pH and temperature optima were 4.4 and 30°C respectively. The substrate specificities of the enzyme for the arylamines 3,4-dichloroamine, p-aminobenzoic acid, p-toluidine, p-anisidine, m-anisidine, p-aminophenol, o-aminophenol and m-aminophenol have been characterized. The feasibility of using concentrated M. paradisiaca stem juice for the specific conversion of 4-chloroaniline to 4-chloronitrosobenzene has been demonstrated. This enzyme can be used for the N-oxidation of other arylamines.

Nitroso Compounds by Reaction of Organomercurials with Nitrosyl Chloride

By the reaction of RHgX (X = Cl, Br, OAc) with NOCl, mercury is eliminated as ClHgX and, if R is aromatic, nitroso compounds are obtained, i.e., nitrosobenzene, 1-nitrosonaphthalene, 4-nitroso-N,N-dimethylaniline, 2-nitrosophenol, 4-nitrosophenol and methyl 3-nitrososalicylate. If R is aliphatic or alicyclic, with RHgX to NOCl 1:3, gem-chloronitroso compounds are obtained that have not been described previously, i.e., 2-chloro-2-nitrosocyclohexanol, 1-acetoxy-2-chloro-2-nitrosocyclohexane, 1-chloro-2-methoxy-1-nitrosocyclopentane, methyl 2-chloro-2-nitroso-3-methoxypropionate, 1-chloro-1-nitroso-ethane and 2-chloro-2-nitrosoethanol. All products have been characterized by chemical and IR spectral analysis.