605-62-9

Basic information

• Product Name: 4-Nitro-1-naphthol
• Synonyms: 4-NITRO-1-NAPHTHOL;1-HYDROXY-4-NITRONAPHTHALENE;4-Nitro-1-naphthol,99%;4-Nitronaphthalen-1-ol;1-Naphthalenol, 4-nitro-;4-nitro-1-naphthalenol
• CAS NO: 605-62-9
• Molecular Formula: C₁₀H₇NO₃
• Molecular Weight: 189.17
• EINECS: -0
• Mol File: 605-62-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 165-168°C
• Boiling Point: 398.8oC at 760 mmHg
• Flash Point: 179.8oC
• Appearance: /
• Density: 1.413g/cm3
• Vapor Pressure: 6.25E-07mmHg at 25°C
• Refractive Index: 1.714
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 6.22±0.40(Predicted)
• BRN: 1959672
• CAS DataBase Reference: 4-Nitro-1-naphthol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Nitro-1-naphthol(605-62-9)
• EPA Substance Registry System: 4-Nitro-1-naphthol(605-62-9)

Safety Data

• Statements: 36/37/38-41
• Safety Statements: 26-36/37/39
• RIDADR: 2811
• HazardClass: IRRITANT
• Hazardous Substances Data: 605-62-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 30, p. 906, 1987 DOI: 10.1021/jm00388a027

InChI:InChI=1/C10H7NO3/c12-10-6-5-9(11(13)14)7-3-1-2-4-8(7)10/h1-6,12H

Upstream product

• 575-36-0 1-acetamidonaphthalene 
• 776-34-1 1-amino-4-nitronaphthalene 
• 90-15-3 α-naphthol 
• 95111-49-2 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one 
• 104750-77-8 4-nitro-4-ethyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one 
• 86-57-7 1-Nitronaphthalene 
• 6549-14-0 4-acetoxy-1-nitronaphthalene 

Downstream Products

• 85871-50-7 (4-Nitro-benzol)-(1 azo 2)-(4-nitro-naphthol-⁽¹⁾) 
• 1825-31-6 1,4-dichloronaphthalene 
• 605-69-6 1-hydroxy-2,4-dinitronaphthalene 
• 776-34-1 1-amino-4-nitronaphthalene 
• 109093-31-4 1-(benzyloxy)-4-nitronaphthalene 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 92929-51-6 4-nitro-1-naphthyl benzoate 
• 524948-85-4 1-nitro-4-tosyloxynaphthalene 
• 4900-63-4 1-methoxy-4-nitronaphthalene 
• 117802-37-6 N-<12-(4-nitro-1-naphthoxy)dodecyl>diphenylamine 
• 85871-48-3 4-nitro-2-[(E)-phenyldiazenyl]naphthalene-1-ol 
• 65-85-0 benzoic acid 
• 103769-08-0 N-<2-(4-nitro-1-naphthoxy)ethyl>aniline 
• 103769-09-1 1--4-nitronaphthalene 

Relevant articles and documents

N-methyl-2-chloropyridinium iodide/NaNO2/Wet SiO2: Neutral reagent system for the nitration of activated aromatic compounds under very mild conditions

Mononitration of activated aromatic compounds using N-methyl-2-chloro-pyridinium iodide (Mukaiyama reagent)/NaNO2/wet SiO2 reagent system under neutral, very mild and environmentally safer reaction condition has been developed. Various structurally diverse aromatic rings are subjected in this condition and the corresponding nitro-aromatic compounds are prepared in moderately high yields.

Specific para-hydroxylation of nitronaphthalenes with cumene hydroperoxide in basic aqueous media

A synthetic method for specific para-hydroxylation of nitroarenes has been developed. The reaction of nitronaphthalenes with cumeme hydroperoxide in basic aqueous media produces exclusively para-hydroxy nitronaphthalenes in good yield. The selectivity of ortho and para hydroxylation is mediated by water content. The rationale for water-controlled orientation of hydroxylation has been briefly discussed. (C) 2000 Elsevier Science Ltd.

Kinetics and mechanism of ammonolysis and alkaline hydrolysis of naphthyl acetates in aqueous medium: Part 1 - 4-Substituted 1-naphthyl acetates

A series of 4- substituted 1-naphthyl acetates have been prepared. The kinetics of their ammonolysis have been followed at 20°, 25° and 30°C under pseudo-first order conditions at different pH in water containing 1% dioxan at an ionic strength of 1.0 mol dm-3. The possible mechanisms suggest the existence of general base catalysis for 4-methyl-1-naphthyl acetate. For esters with electron-withdrawing substituents, ammonolysis proceeds through an unassisted simple nucleophilic substitution pathway. The alkaline hydrolysis of all the esters is also followed under identical reaction conditions.