10443-43-3

Basic information

• Product Name: 4-Chloro-1-methoxynaphthalene
• Synonyms: 4-Chloro-1-methoxynaphthalene
• CAS NO: 10443-43-3
• Molecular Formula: C₁₁H₉ClO
• Molecular Weight: 192.64
• Mol File: 10443-43-3.mol
• Article Data: 20

Chemical Properties

• Melting Point: 121-126 °C
• Boiling Point: 304.1±15.0 °C(Predicted)
• Appearance: /
• Density: 1 +-.0.06 g/cm3(Predicted)
• CAS DataBase Reference: 4-Chloro-1-methoxynaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-1-methoxynaphthalene(10443-43-3)
• EPA Substance Registry System: 4-Chloro-1-methoxynaphthalene(10443-43-3)

Safety Data

• Hazardous Substances Data: 10443-43-3(Hazardous Substances Data)

Upstream product

• 128-09-6 N-chloro-succinimide 
• 2216-69-5 1-Methoxynaphthalene 
• 118-52-5 1,3-dichloro-5,5-dimethylhydantoin 
• 604-44-4 4-chloronaphthalen-1-ol 
• 74-88-4 methyl iodide 

Downstream Products

• 604-44-4 4-chloronaphthalen-1-ol 
• 36159-76-9 4-phenyl-1-naphthol 
• 72774-00-6 1-methoxy-4-phenylnaphthalene 
• 72774-01-7 4,4-diphenyl-3,4-dihydronaphthalen-1(2H)-one 
• 2216-69-5 1-Methoxynaphthalene 

Relevant articles and documents

Aromatic Monochlorination Photosensitized by DDQ with Hydrogen Chloride under Visible-Light Irradiation

Photochlorination of aromatic substrates by hydrogen chloride with 2,3-dichloro-5,6-cyano-p-benzoquinone (DDQ) occurs efficiently to produce the corresponding monochlorinated products selectively under visible-light irradiation. The yields for the chlorination of phenol were 70 % and 18 % for p- and o-chlorophenol, respectively, without formation of further chlorinated products. The photoinduced chlorination is initiated by electron transfer from Cl- to the triplet excited state of DDQ. The radical intermediates involved in the photochemical reaction have been detected by time-resolved transient absorption measurements.

An efficient monochlorination of electron-rich aromatic compounds catalysed by ammonium iodide

An efficient monochlorination of electron-rich aromatic compounds is developed, with which a series of regioselective monochlorinated products are obtained in good yields. In the reaction, ammonium iodide is used as catalyst and m-chloroperbenzoic acid is used as the terminal oxidant. Ammonium iodide is first oxidised to hypoiodous acid by m-chloroperbenzoic acid. The in situ generated active iodine species then reacts with the aromatic compound to form the active hypervalent iodine intermediate in two steps and this reacts with lithium chloride to afford eventually the chlorinated compounds.

In Situ Formed IIII-Based Reagent for the Electrophilic ortho-Chlorination of Phenols and Phenol Ethers: The Use of PIFA-AlCl3 System

A new and in situ formed reagent generated by mixing PIFA {bis[(trifluoroacetoxy)iodobenzene]} and AlCl3 was introduced in the organic synthesis for the direct and highly regioselective ortho-chlorination of phenols and phenol ethers. An efficient electrophilic chlorination for these electron-rich arenes as well as the scope of the reaction are described herein. An easy, practical, and open-flask reaction allowed us to introduce a chlorine atom, which is a highly important functional group in organic synthesis. The reproducibility of our method has been demonstrated on gram-scale by carrying out the reaction in 6-bromo-2-naphthol. This halogenation reaction also proceeds in excellent conditions by first preparing the iodine(III)-based chlorinating reagent. Our new chlorinating reagent can be stored at least for two weeks at 4 °C without losing its reactivity.

N-Chloro-N-methoxybenzenesulfonamide: A Chlorinating Reagent

A structurally simple and reactive chlorinating reagent, N-chloro-N-methoxybenzenesulfonamide, was conveniently and economically prepared in high yield. 1,3-Diketones, β-keto esters, benzoyl trifluoroacetones, phenols, anisoles, heteroarenes, and aromatic amines were successfully chlorinated, and the products were obtained in good to high yields.