1-Nitroso-2-naphthol

Base Information

• Chemical Name: 1-Nitroso-2-naphthol
• CAS No.: 131-91-9
• Molecular Formula: C10H7NO2
• Molecular Weight: 173.171
• Hs Code.: 29089000
• European Community (EC) Number: 205-043-0
• NSC Number: 677525,107835,4151
• UNII: 757I55U2QX
• DSSTox Substance ID: DTXSID9059622,DTXSID30876194
• Nikkaji Number: J430.126I,J5.568I
• Wikidata: Q3596764
• Mol file: 131-91-9.mol

Synonyms:1-nitroso-2-naphthol;1-nitroso-2-naphthol, ammonium salt;1-nitroso-2-naphthol, lithium salt;1-nitroso-2-naphthol, sodium salt;1-nitroso-2-naphthol, thallium (3+) salt

Chemical Property of 1-Nitroso-2-naphthol

Chemical Property:

• Appearance/Colour: brown powder
• Vapor Pressure: 1.31E-05mmHg at 25°C
• Melting Point: 106-108 °C (dec.)(lit.)
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 357.6 °C at 760 mmHg
• PKA: 7.87±0.10(Predicted)
• Flash Point: 170.1 °C
• PSA: 49.66000
• Density: 1.27 g/cm³
• LogP: 2.94330
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 173.047678466
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

98%, ^*data from raw suppliers

1-Nitroso-2-naphthol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-33-20/21/22
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2N=O)O
• Uses: Organic synthesis, prevention of gum formation in gasoline, dye intermediate, analytical reagent. 1-Nitroso-2-naphthol as a complexing agent for the on-line preconcentration of cobalt with FI-FAAS. 1-Nitroso-2-naphthol is the chelating ion-exchanger in the synthesis of alumina adsorbents that are of acidic, basic and neutral nature. It is used for the removal and preconcentration of Pb(II), Cu(II), Cr(III) from waste, as well as drinking water. It is also used in the preconcentration of cobalt using C(18) microcolumn with flow injection that is coupled to a flame atomic absorption spectrometry (FI-FAAS) system. 1-Nitroso-2-naphthol is used in the preparation of 1-nitroso-2-naphthol-sodium nitrite reagent.

Technology Process of 1-Nitroso-2-naphthol

There total 9 articles about 1-Nitroso-2-naphthol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.83%

C10H9NO5S → 1-Nitroso-2-naphthol (131-91-9)

Guidance literature:

With calcium hydroxide; In dimethyl sulfoxide; Solvent; Reagent/catalyst;

Reference yield: 94.0%

β-naphthol (135-19-3) → 1-Nitroso-2-naphthol (131-91-9)

Guidance literature:

With 1-butyl-3-methylimidazolium nitrite; boric acid; for 0.0416667h; regioselective reaction; Microwave irradiation; Neat (no solvent);

DOI:10.1016/j.crci.2011.03.007

Reference yield: 60.0%

Cyclopropylamine (765-30-0) + β-naphthol (135-19-3) → 1-nitroso-2-(cyclopropylamino)naphthalene (88842-19-7) + 1-Nitroso-2-naphthol (131-91-9) + 1-(cyclopropyl)diazo-2-naphtol

Guidance literature:

With isopentyl nitrite; In chloroform; at 5 ℃; for 16h;

DOI:10.1023/A:1024449704120

upstream raw materials:

β-naphthol

water

nitric acid

bis(2-hydroxy-1-naphthyl)methane

Downstream raw materials:

5-(2-hydroxy-[1]naphthylimino)-3-phenyl-2-thioxo-thiazolidin-4-one

5-(2-hydroxy-[1]naphthylimino)-3-p-tolyl-thiazolidine-2,4-dione

2-(4-nitro-anilino)-[1,4]naphthoquinone-4-(4-nitro-phenylimine)

[1,2]naphthoquinone-1-(O-benzenesulfonyl oxime )

Refernces

• 1、 Jlinski, M.,Knorre, G. V.. "". . p. 595 - 598. Retrieved 1885.
• 2、 -. "Purification method of 1-nitroso-2-naphthol". Paragraph 0026; 0028; 0029; 0031; 0032; 0034; 0035; 0037. . Retrieved 2020/03/29.
• 3、 Valizadeh, Hassan,Gholipour, Hamid. "NO2/H3BO3 as an effective nitrosonium source for electrophilic aromatic nitrosation under MW-promoted solvent-free conditions". experimental part. p. 963 - 966. Retrieved 2012/04/23.