2834-92-6

Basic information

• Product Name: 1-Amino-2-naphthol
• Synonyms: 1-Amino-2-hydroxynaphthalene;.alpha.-Amino-.beta.-naphthol;2-Hydroxy-1-aminonaphthalene;2-Naphthalenol, 1-amino-;2-Naphthol, 1-amino-;Nsc7938;ASISCHEM B52512;ART-CHEM-BB B025284
• CAS NO: 2834-92-6
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18
• EINECS: 220-606-0
• Product Categories: pharmacetical
• Mol File: 2834-92-6.mol
• Article Data: 31

Chemical Properties

• Melting Point: 203-203.5 °C
• Boiling Point: 336.781 °C at 760 mmHg
• Flash Point: 157.48 °C
• Appearance: /
• Density: 1.281 g/cm³
• Vapor Pressure: 5.61E-05mmHg at 25°C
• Refractive Index: 1.741
• Storage Temp.: 2-8°C
• PKA: 8.76±0.50(Predicted)
• CAS DataBase Reference: 1-Amino-2-naphthol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Amino-2-naphthol(2834-92-6)
• EPA Substance Registry System: 1-Amino-2-naphthol(2834-92-6)

Safety Data

• Hazardous Substances Data: 2834-92-6(Hazardous Substances Data)

Usage

General Description

1-Amino-2-naphthol is a chemical compound, classified as an amino alcohol, known by the CAS number 2838-74-2. It has a molecular formula of C10H9NO and a molecular weight of 159.18 g/mol. It is characterized by a naphthol group, a type of hydroxyl compound, and an amino group. In appearance, it is a white to slightly pink crystal powder. It is used in the synthesis of various other chemical compounds, specifically in the manufacture of dyes. As with most chemicals, it requires careful handling due to its potential hazardous effects, including skin and eye irritation.

InChI:InChI=1/C10H9NO/c11-10-8-4-2-1-3-7(8)5-6-9(10)12/h1-6,12H,11H2

Upstream product

• 574-00-5 1,2-Dihydroxynaphthalene 
• 64-17-5 ethanol 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 94378-05-9 1-(2,4,5-Trimethyl-phenylazo)-[2]naphthol 
• 7647-01-0 hydrogenchloride 
• 32651-58-4 5-(2-hydroxy-[1]naphthylazo)-naphthalene-1-sulfonic acid 
• 573-89-7 orange II 
• 842-07-9 Sudan I 
• 633-96-5 orange II 
• 2636-79-5 1,2-naphthoquinone 1-oxime 
• 6921-40-0 1-azidonaphthalene 
• 57-14-7 N,N-Dimethylhydrazine 
• 135-19-3 β-naphthol 

Downstream Products

• 117-93-1 1-acetylamino-naphthalen-2-ol 
• 85-15-4 2-methylnaphtho[1,2-d]oxazole 
• 108719-89-7 4-Benzolazo-1-amino-naphthol-⁽²⁾ 
• 116-63-2 1-amino-2-naphthol-4-sulfonic acid 
• 524-42-5 1,2-naphthoquinone 
• 51793-90-9 1H-3-OXA-1-AZA-CYCLOPENTA[A]NAPHTHALENE-2-THIONE 
• 16155-57-0 2-(4-methylphenyl)naphtho[1,2-d][1,3]oxazole 
• 3259-15-2 2-(4-fluorophenyl)naphtho[1,2-d][1,3]oxazole 
• 3867-44-5 2-(2-chloro-phenyl)-naphtho[1,2-d]oxazole 
• 3608-45-5 2-(4-nitrophenyl)naphtho[1,2-d][1,3]oxazole 
• 3574-02-5 2-phenylnaphtho[1,2-d]oxazole 
• 3608-39-7 2-naphtho[1,2-d]oxazol-2-yl-phenol 
• 28362-92-7 2-phenyl-1,2-dihydro-naphtho[1,2-d][1,3,2]oxazaborole 
• 32974-25-7 2-((Z)-2-oxo-2-phenyl-ethylidene)-1,2-dihydro-naphtho[2,1-b][1,4]oxazin-3-one 

Relevant articles and documents

ON THE REACTION OF β-NAPHTHOL WITH N,N-DIMETHYLHYDRAZINE - A NEW RADICAL AMINATION PROCESS

Reaction of β-naphthol with N,N-dimethyl-hydrazine under carefully defined conditions leads via a radical process to the formation of 1-amino-2-naphthol in high yield.

Ring-Fused 1,4-Dihydro[1,2,4]triazin-4-yls through Photocyclization

Halogen lamp irradiation of benzo[e][1,2,4]triazines 2[X] in CH2Cl2 solutions leads to planar ring-fused 1,4-dihydro[1,2,4]triazin-4-yl radicals 1 through a novel, potentially general, cyclization mechanism. The scope and efficiency of the method were established for unsubstituted and ortho-substituted (X = NH2, Br, NO2) phenoxy, naphthyloxy, and quinolinoxy derivatives 2[X]. The regioselectivity of 2[X] photocyclization was rationalized with DFT computational methods. Radicals 1 were characterized by spectroscopic (UV-vis, EPR), electrochemical, and XRD methods.

Synthesis of anisotropic gold nanoparticles and their catalytic activities of breaking azo bond in sudan-1

Here, we report the high yield synthesis of different shaped gold nano particles (AuNPs) through seed mediated growth process in aqueous medium. Shape dependent surface plasmon resonance (SPR) and the gradual shift of longitudinal SPR band are observed with increasing anisotropy of AuNPs. Structural changes during the growth processes are observed by transmission electronic microscopy (TEM). Here, spherical nano seeds are transformed into rice and dendrimer shaped nanoparticles in the subsequent four stage growth processes. Gold nanoparticles have been demonstrated to be very efficient catalysts for the cleavage of NN of sudan-1 and it is investigated by monitoring the reduction of sudan-1 in the presence of excess NaBH4. It has been observed that the reaction is first order with respect to the concentration of sudan-1 and the catalytic efficiency of dendrimer shaped AuNPs is higher than the other as synthesized AuNPs.

Method for preparing 6-nitro-2-diazo-1-naphthol-4-sulfonic acid hydrate

The invention discloses a method for preparing 6-nitro-2-diazo-1-naphthol-4-sulfonic acid hydrate. The method comprises the following steps: carrying out a nitrosation reaction on 2-naphthol serving as a raw material, sodium nitrite and dilute sulfuric acid in a tubular reactor to generate 1-nitroso-2-naphthol, carrying out catalytic hydrogenation on the 1-nitroso-2-naphthol and hydrogen in a Raney nickel immobilized fixed bed reactor to generate 1-amino-2-naphthol, carrying out sulfonation diazotization cyclization on 1-amino-2-naphthol and nitrosyl sulfuric acid in the tubular reactor, and nitrifying with nitric acid to obtain the final product 6-nitro-2-diazo-1-naphthol-4-sulfonic acid hydrate. According to the novel synthesis method of the 6-nitro-2-diazo-1-naphthol-4-sulfonic acid hydrate, hydrogen is used for reduction in the route, nitrosyl sulfuric acid is used for sulfonation diazotization cyclization, so the problem that a large amount of solid waste is generated in a traditional route is avoided, the atom utilization rate is high, the yield is increased, the safety coefficient is increased by using a tubular process, and the method is suitable for industrial production.

Direct ortho-Selective Amination of 2-Naphthol and Its Analogues with Hydrazines

Described herein is a regioselective ortho-amination of 2-naphthol and its analogues with substituted hydrazines. It provides a direct methodology for the synthesis of N-arylaminated naphthol derivatives without the formation of related 1,1′-biaryl-2,2′-diamine or carbazole byproducts. Specifically, using N,N-disubstituted hydrazine precursors, N-unsubstituted ortho-aminated derivatives and related secondary amines can be formed in ethylene glycol in moderate to excellent yields. Variation of substrates to N,N′-diarylhydrazines and N-methyl-N,N′-diarylhydrazines led to N-aryl-1-amino-2-naphthol compounds. It is noted that biologically interesting indazole motifs can be facilely created by the reaction of N,N′-dialkylhydrazines with 2-naphthols. These ortho-amination reactions have the advantage of one-pot operation without the use of transition metal catalysts.