131-91-9

Usage

Chemical Description

1-nitroso-2-naphthol is an organic compound with a nitroso group and a hydroxyl group attached to a naphthalene ring.

Uses

Used in Organic Synthesis:
1-Nitroso-2-naphthol is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows for further chemical reactions, making it a valuable building block in the creation of a wide range of products.
Used in Gasoline Industry:
1-Nitroso-2-naphthol serves as an additive in the gasoline industry, where it is used to prevent gum formation. This helps maintain the quality and performance of the fuel, ensuring a smoother and more efficient combustion process.
Used in Dye Industry:
As a dye intermediate, 1-Nitroso-2-naphthol plays a crucial role in the production of various dyes. Its chemical properties enable it to be transformed into different dye compounds, contributing to the vibrant colors and shades in the textile and other industries.
Used in Analytical Chemistry:
1-Nitroso-2-naphthol is employed as an analytical reagent in various chemical analyses. Its ability to form complexes with certain metal ions makes it a useful tool for detecting and quantifying these elements in samples.
Used in Environmental Applications:
1-Nitroso-2-naphthol is used as a complexing agent for the on-line preconcentration of cobalt with Flow Injection-Flame Atomic Absorption Spectrometry (FI-FAAS). It acts as a chelating ion-exchanger in the synthesis of alumina adsorbents, which can be of acidic, basic, or neutral nature. These adsorbents are utilized for the removal and preconcentration of heavy metal ions such as Pb(II), Cu(II), and Cr(III) from waste and drinking water, helping to reduce environmental pollution and improve water quality.
Used in Chemical Reagent Preparation:
1-Nitroso-2-naphthol is also used in the preparation of 1-nitroso-2-naphthol-sodium nitrite reagent, which is an important compound in various chemical analyses and reactions.

Safety Profile

Moderately toxic by ingestion.Many nitroso compounds are carcinogens. Ignites whenheated to 124°C. Mutation data reported. When heated todecomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise the naphthol from pet ether (b 60-80o, 7.5mL/g). [Beilstein 7 H 712, 7 IV 2419.]

InChI:InChI=1/C10H7NO2/c12-9-6-5-7-3-1-2-4-8(7)10(9)11-13/h1-6,12H/p-1

Upstream product

• 135-19-3 β-naphthol 
• 7732-18-5 water 
• 7697-37-2 nitric acid 
• 1096-84-0 bis(2-hydroxy-1-naphthyl)methane 
• 7782-77-6 cis-nitrous acid 
• 765-30-0 Cyclopropylamine 

Downstream Products

• 101880-06-2 5-(2-hydroxy-[1]naphthylimino)-3-phenyl-2-thioxo-thiazolidin-4-one 
• 111585-54-7 5-(2-hydroxy-[1]naphthylimino)-3-p-tolyl-thiazolidine-2,4-dione 
• 116665-65-7 2-(4-nitro-anilino)-[1,4]naphthoquinone-4-(4-nitro-phenylimine) 
• 655-86-7 2,3-diaminephenazine 
• 225-61-6 1,2-benzophenazine 
• 408532-72-9 [1,2]naphthoquinone-1-(O-benzenesulfonyl oxime ) 
• 16155-57-0 2-(4-methylphenyl)naphtho[1,2-d][1,3]oxazole 
• 3608-41-1 2-(4-chlorophenyl)naphtho[1,2-d][1,3]oxazole 
• 25674-70-8 (4-nitro-phenyl)-naphtho[1,2-d]oxazol-2-yl-methanone 
• 3608-44-4 2-(3-nitro-phenyl)-naphtho[1,2-d]oxazole 
• 27762-27-2 (4-bromo-phenyl)-naphtho[1,2-d]oxazol-2-yl-methanone 
• 25674-69-5 (4-methoxy-phenyl)-naphtho[1,2-d]oxazol-2-yl-methanone 
• 3608-45-5 2-(4-nitrophenyl)naphtho[1,2-d][1,3]oxazole 
• 25674-67-3 2-benzoyl naphtho<1,2-d>oxazole 

Related news

Synergistic extraction behavior of samarium(III), europium(III) and dysprosium(III) with 1-Nitroso-2-naphthol (cas 131-91-9) and 1,10-phenanthroline09/30/2019

The equilibrium extraction behavior of Sm(III), Eu(III) and Dy(III) from aqueous NaClO 4 solutions in the pH range of 4-9 at 0.1 M ionic strength into organic solutions of 1-nitroso-2-naphthol (HA) and 1,10-phenanthroline (Phen) has been studied. The equilibrium concentrations of Eu wer...detailed

Copper determination after FI on-line sorbent preconcentration using 1-Nitroso-2-naphthol (cas 131-91-9) as a complexing reagent09/29/2019

The suitability of 1-nitroso-2-naphthol as a complexing agent for on-line preconcentration of copper using RP-C18 material in a microcolumn with flow injection coupled with flame atomic absorption spectrometry (FI-FAAS) has been tested. Various parameters affecting complex formation, such as pH,...detailed

Simultaneous determination of seven impurities in high-purity cobalt oxide by ICP-AES after matrix separation using 1-Nitroso-2-naphthol (cas 131-91-9) as a precipitant10/01/2019

A method was developed for the simultaneous determination of seven trace impurities (Cd, Mn, Pb, Zn, Cu, Fe and Ni) in high-purity cobalt oxide by ICP-AES. The matrix effect was eliminated by precipitation with 1-nitroso-2-naphthol. The matrix effect of cobalt on the absorptions of trace impurit...detailed

Relevant academic research and scientific papers

Effect of GO nanosheets on spectrophotometric determination of tyrosine in urine and serum using nitrosonaphthol

Here, we aimed to use graphene oxide to improve the selectivity and sensitivity of Tyr determination via the reaction with 1-nitroso-2-naphthol as a selective reagent of Tyr. The reaction between Tyr and 1-nitroso-2-naphthol in absence and presence of GO was studied spectrophotometrically. Different parameters such as concentrations, temperature, incubation time were optimized. The obtained data showed that the maximum absorbance was achieved by using 2 mL of 0.03% 1-nitroso-2-naphthol at temperature 60 °C for 10 min. On the basis of calibration curve of various concentrations of Tyr in the presence of 20 μg mL?1 GO, the limit of detection was 6.4 × 10?6 M (1.15 μg mL?1), where in absence of GO was 1.1 × 10?5 M (19.9 μg mL?1). The selectivity of Tyr in presence of other amino acids and phenols was studied with and without GO. The data obtained revealed that the selectivity of Tyr in presence of GO with respect to some amino acids and phenols was improved. The proposed method has been applied for the determination of Tyr in urine and serum samples. Therefore, GO is a powerful catalytic surface for the sensitive and selective determination of Try in biological fluids.

Purification method of 1-nitroso-2-naphthol

The invention relates to a purification method of 1-nitroso-2-naphthol. The method comprises the following steps of 1, mixing 1-nitroso-2-naphthol (coarse products) with a structure formula shown as acompound (II) with an addition reagent and a solvent-1; performing stirring under the room temperature condition until the reaction is completed; obtaining addition products; 2, mixing the addition products with the solvents 2; adding alkali under the room temperature and stirring conditions to obtain 1-nitroso-2-naphthol (fine product) with the structure formula shown as a compound (II). The formulas are shown in the description. The invention discloses a purification method of an organic compound with nitroso groups in a molecular structure. Concretely, the 1-nitroso-2-naphthol (coarse products) and the sodium hydrogen sulfite (or similar substances) are subjected to addition reaction to obtain addition products; the addition products and alkali react to obtain the 1-nitroso-2-naphtholfine product with the purity being not less than 99 percent. By using the method provided by the invention, the product yield is high; the operation is convenient and fast; the industrialization is easy.

Photochromism in spiroindolinonaphthoxazine dyes: Effects of alkyl and ester substituents on photochromic properties

The impact of substituents on the photochromism of some spirooxazines has been explored. A series of photochromic spiroindolino[2,1-b][1,4]naphthoxazine dyes was prepared with varying alkyl substitution patterns in the 3- to 6-positions of the indoline system. It was found that placing methyl functions onto the phenyl ring produced bathochromic shifts in λmax of the photomerocyanine as expected, but contrary to literature indications lowered photocoloration half-life. However, replacing the 3,3-dimethyl pattern with 3-ethyl-3-methyl substitution led to more intense photochromism: half-life increased without affecting λmax. In contrast, introduction of a cyclohexyl ring to give a 3,3-pentamethylene fragment and substitution at the 5′-position of the naphthoxazine moiety with either ester or hydroxymethyl groups significantly increased the speed of fade in general contrast to literature reports for analogous dye series. Similar effects were also observed concerning alkyl substitution in a smaller synthesised set of photochromic [1,2-b][1,4]oxazines.

NO2/H3BO3 as an effective nitrosonium source for electrophilic aromatic nitrosation under MW-promoted solvent-free conditions

[Bmim]NO2/H3BO3 was used as a nitrosonium source for the efficient synthesis of nitrosoarenes. The reaction was accomplished under MW irradiation at 60 W in a solventless system. Side processes such as oxidation or dealkylation were not observed during the nitrosation of alkyl phenyl ethers in the presence of this new reagent. The satisfactory results were obtained with very short reaction time, simplicity in the experimental procedure and good to excellent yields.

New nitrite ionic liquid (IL-ONO) and nanoparticles of organosilane-based nitrite ionic liquid immobilized on silica as nitrosonium sources for electrophilic aromatic nitrosation

An improved method for the synthesis of nitrosoarenes has been developed using a new nitrite ionic liquid (IL-ONO) and immobilized nitrite ionic liquid. These ionic liquids play as nitrosonium sources for electrophilic aromatic nitrosation of active aromatics at 0-5 °C. Their action was accomplished in water and the satisfactory results were obtained under the mild conditions in short reaction time.

1-[(N-(un)substituted)amidoalkyl]spiroindolinonaphthoxazines, their preparation, compositions and (co)polymer matrices containing them

The object of the present invention is novel spiroindolinonaphthoxazine compounds as well as the compositions and (co)polymer matrices containing them. Said compounds have interesting photochromic properties. Another object of the present invention is a method of preparing said novel compounds.

(Nitrosonaphtholato)metal complex-catalyzed oxidation of phenols and alkenes

Bis(1-nitroso-2-naphtholato)manganese(II), tris(1-nitroso-2-naphtholato)manganese(III), tris(2-nitroso-1-naphtholato)manganese(III), bis(1-nitroso-2-naphtholato)cobalt(II), bis(1-nitroso-2-naphtholato)nickel(II), bis(1-nitroso-2-naphtholato)copper(II) and bis(1-nitroso-2-naphtholato)zinc(II) were prepared and their catalytic abilities in the oxidation of phenols were examined. The best yields of diphenoquinones were obtained when the catalytic oxidation using bis(1-nitroso-2-naphtholato)manganese(II) was carried out at 23°C under an oxygen atmosphere (1 atm) in the presence of a phosphine ligand. Likewise, phenols were completely converted to the corresponding diphenoquinones together with small amounts of benzoquinones under an oxygen pressure (20 atm) at 50°C in a short period of time. It was proven that the manganese(II) catalyst, molecular oxygen, and phosphine ligand were essential for the catalytic phenol oxidation. On the other hand. bis(1-nitroso-2-naphtholato)manganese(II)-catalyzed epoxidation of alkenes was only effective when iodosylbenzene was used. The catalytic oxidation mechanism was discussed on the basis of the measurement of cyclic voltammograms of the (nitrosonaphtholato)metal complexes, isolated intermediates, and effect of additives.

Isoindolinone enantiomers having affinity for the dopamine D4 receptor

PD 108635 (1) was identified as a potent dopamine D4 ligand and we wanted to replace the benzylic alcohol with a metabolically more stable moiety. Investigations led to the discovery of a series of isoindolinones having D4 affinity.