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

• 118-52-5 1,3-dichloro-5,5-dimethylhydantoin 
• 135-19-3 β-naphthol 
• 507-40-4 tert-butylhypochlorite 
• 79251-12-0 α-chloro-β-naphthyl chloroacetate 
• 64-17-5 ethanol 
• 90-13-1 1-Chloronaphthalene 
• 7782-50-5 chlorine 
• 64-19-7 acetic acid 
• 7791-25-5 sulfuryl dichloride 
• 773-90-0 1-diazo-2(1H)naphthalenone 
• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 
• 2283-08-1 2-hydroxy-1-naphthalenecarboxylic acid 
• 93-04-9 2-Methoxynaphthalene 
• 90-15-3 α-naphthol 

Downstream Products

• 6410-10-2 para red 
• 525-27-9 1-chloro-6-t-butyl-2-naphthol 
• 135-19-3 β-naphthol 
• 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 
• 1042420-49-4 4-[4-chloro-6-(1-chloro-2-naphthyloxy)-1,3,5-triazin-2-yl]aminobenzonitrile 
• 13101-93-4 1-(5-chloro-6-methoxynaphthalen-2-yl)ethan-1-one 
• 75907-52-7 2-methoxy-1-phenylnaphthalene 
• 102169-88-0 6-bromo-1-chloro-naphthalen-2-ol 
• 67093-48-5 1,4-diphenyl-2-tetralone 
• 3560-30-3 1-(phenylamino)naphthalen-2-ol 

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.).

Amplification of Trichloroisocyanuric Acid (TCCA) Reactivity for Chlorination of Arenes and Heteroarenes via Catalytic Organic Dye Activation

Heteroarenes and arenes that contain electron-withdrawing groups are chlorinated in good to excellent yields (scalable to gram scale) using trichloroisocyanuric acid (TCCA) and catalytic Brilliant Green (BG). Visible-light activation of BG serves to amplify the electrophilic nature of TCCA, providing a mild alternative approach to acid-promoted chlorination of deactivated (hetero)aromatic substrates. The utility of the TCCA/BG system is demonstrated through comparison to other chlorinating reagents and by the chlorination of pharmaceuticals including caffeine, lidocaine, and phenazone.