633-99-8

Basic information

• Product Name: 1-chloro-2-naphthol
• Synonyms: 1-Chloronaphthalen-2-ol;1-Chloro-2-hydroxynaphthalene;2-Naphthalenol, 1-chloro-;1-Chloro-.beta.-naphthol;1-chloro-2-Naphthalenol
• CAS NO: 633-99-8
• Molecular Formula: C₁₀H₇ClO
• Molecular Weight: 178.62
• EINECS: 211-200-4
• Mol File: 633-99-8.mol
• Article Data: 37

Chemical Properties

• Melting Point: 70℃
• Boiling Point: 307℃
• Flash Point: 139℃
• Appearance: /
• Density: 1.333
• Vapor Pressure: 0.000424mmHg at 25°C
• Refractive Index: 1.684
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 7.28±0.50(Predicted)
• CAS DataBase Reference: 1-chloro-2-naphthol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-2-naphthol(633-99-8)
• EPA Substance Registry System: 1-chloro-2-naphthol(633-99-8)

Safety Data

• RTECS: QL3410000
• Hazardous Substances Data: 633-99-8(Hazardous Substances Data)

Usage

Purification Methods

Crystallise the naphthol from pKEst pet ether. The acetate has m 42-43o. [Beilstein 6 I 315, 6 II 603, 6 III 2990, 6 IV 4289.]

InChI:InChI=1/C10H7ClO/c11-10-8-4-2-1-3-7(8)5-6-9(10)12/h1-6,12H

Upstream product

• 507-40-4 tert-butylhypochlorite 
• 135-19-3 β-naphthol 
• 64-17-5 ethanol 
• 17096-15-0 1,1'-thiobis(2-naphthol) 
• 7782-50-5 chlorine 
• 64-19-7 acetic acid 
• 7791-25-5 sulfuryl dichloride 
• 71-43-2 benzene 
• 85972-71-0 ethyl-(1-chloro-[2]naphthyl)-ether 
• 10035-10-6 hydrogen bromide 
• 872824-45-8 benzoic acid-(1-chloro-[2]naphthyl ester) 
• 856209-65-9 1-bromo-1-chloro-1H-naphthalen-2-one 
• 90-15-3 α-naphthol 
• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 

Downstream Products

• 85972-71-0 ethyl-(1-chloro-[2]naphthyl)-ether 
• 6410-10-2 para red 
• 872824-45-8 benzoic acid-(1-chloro-[2]naphthyl ester) 
• 13101-92-3 1-chloro-2-methoxynaphthalene 
• 135-19-3 β-naphthol 
• 1042420-49-4 4-[4-chloro-6-(1-chloro-2-naphthyloxy)-1,3,5-triazin-2-yl]aminobenzonitrile 
• 110973-39-2 2-methyl-1-phenylnaphtho[2,1-b]furan 
• 1388761-76-9 2-[(1-chloronaphthalen-2-yl)oxy]ethanaminium chloride 
• 1049699-38-8 2-[(1-chloronaphthalen-2-yl)oxy]-N-(furan-2-ylmethyl)ethanaminium chloride 
• 1322036-11-2 C₁₇H₁₂Cl₂O₂ 
• 1322036-18-9 C₁₇H₁₂ClFO₂ 
• 13101-93-4 1-(5-chloro-6-methoxynaphthalen-2-yl)ethan-1-one 
• 75907-52-7 2-methoxy-1-phenylnaphthalene 

Relevant articles and documents

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Sulfoxide-Promoted Chlorination of Indoles and Electron-Rich Arenes with Chlorine as Nucleophile

An efficient chlorination of indoles and electron-rich arenes with chlorine anion as nucleophile is described. With the use of ethyl phenyl sulfoxide as the promoter, the reaction went smoothly under metal-free and mild conditions. Various indoles and electron-rich arenes are converted into the corresponding chlorinated compounds in moderate to excellent yields. A plausible interrupted Pummerer reaction mechanism was proposed without the oxidation of chloride anion. In addition, the byproduct thioether could be easily converted to the starting material sulfoxide just by a simple oxidation reaction. (Figure presented.).

Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols

An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K3PO4. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chemistry calculations revealed PhII(OH)·NH3 to be the most plausible iodinating active species as a reactive "I+" synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit.