10149-93-6

Basic information

• Product Name: 1-[(4-chlorophenyl)hydrazono]naphthalen-2(1H)-one
• CAS NO: 10149-93-6
• Molecular Formula: C₁₆H₁₁ClN₂O
• Molecular Weight: 282.7243
• Mol File: 10149-93-6.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 437°C at 760 mmHg
• Flash Point: 218.1°C
• Density: 1.28g/cm³
• Vapor Pressure: 7.77E-08mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 1-[(4-chlorophenyl)hydrazono]naphthalen-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(4-chlorophenyl)hydrazono]naphthalen-2(1H)-one(10149-93-6)
• EPA Substance Registry System: 1-[(4-chlorophenyl)hydrazono]naphthalen-2(1H)-one(10149-93-6)

Safety Data

• Hazardous Substances Data: 10149-93-6(Hazardous Substances Data)

Usage

Appearance

Yellow crystalline solid

Usage

Reagent in chemical synthesis

Pharmacological properties

Potential antimicrobial and antioxidant effects

Investigated for

Organic light emitting diodes (OLEDs) due to fluorescent properties

Potential applications

Dye-sensitized solar cells

Ongoing research

Exploring full range of potential uses and properties

Upstream product

• 135-19-3 β-naphthol 
• 106-47-8 4-chloro-aniline 
• 1219-99-4 N,N'-bis(4-chlorophenyl)urea 
• 64349-93-5 2-(4-chloro-phenyl)-2-oxy-diazenecarboxylic acid ethyl ester 
• 84784-25-8 3-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-nitrosourea 
• 93680-29-6 C₇H₆ClN₇ 
• 2028-74-2 p-chlorobenzenediazonium chloride 
• 84784-23-6 1,3-bis(4-chlorophenyl)-1-nitrosourea 
• 118488-91-8 p-chlorobenzenediazo methyl ether 
• 17333-85-6 4-chlorophenyldiazonium salt 
• 33608-73-0 (Z)-(4-chloro-phenyl)-diazenecarbonitrile 
• 13014-92-1 acetic acid-(4-chloro-N-nitroso-anilide) 
• 67-66-3 chloroform 
• 64-17-5 ethanol 

Downstream Products

• 34404-66-5 {Cu(C₆H₄ClNNC₁₀H₆(O))2} 
• 74027-91-1 1-(2-(4-chlorophenyl)hydrazono)naphthalen-2(1H)-one 
• 84317-59-9 (2-Chloro-naphthalen-1-yl)-(4-chloro-phenyl)-diazene 
• 39781-25-4 2-acetoxy-1-(4-chloro-phenylazo)-naphthalene 

Relevant articles and documents

One-pot synthesis of azo compounds in the absence of acidic or alkaline additives

A one-pot method for the synthesis of azo compounds by the reaction of β-naphthol with aryl amines using t-BuONO as the nitrosonium source in DCM at room temperature was developed. This method features mild reaction conditions, a simple experimental procedure, and is free of acidic or alkaline additives.

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Two-Phase Electrochemical Generation of Aryldiazonium Salts: Application in Electrogenerated Copper-Catalyzed Sandmeyer Reactions

The electrochemical generation of aryldiazonium salts from nitroarenes in a two-phase system (ethyl acetate/water) was reported for the first time. Some compounds including azo, azosulfone, and arylazides were prepared in good yields with good purity. Cathodically generated aryldiazoniums and anodically produced copper(Ι) ions were used to perform Sandmeyer reactions. To improve the method, an H-type self-driving cell equipped with a Zn rod as an anode was introduced and used for two-phase aryldiazonium production.

Mild preparation method for structural analogs of Sudan I

The invention discloses a mild preparation method for structural analogs of Sudan I, and belongs to the technical field of organic chemistry. According to the method, dehydrogenation of N'-p-toluenesulfonyl aromatic hydrazine is promoted by utilizing alkali and oxygen in air to form an aryl diazo compound in situ; then a series of 1-aryl azo-2-naphthol Sudan I analogs are prepared by coupling with2-naphthol. By adopting the method disclosed by the invention, the strategy of producing an explosive intermediate in situ is used, so that 1-aryl azo-2-naphthol is conveniently and safely synthesized. The mild preparation method disclosed by the invention is mild in reaction conditions, wide in substrate applicability, simple and convenient to operate, lower in cost, less in by-products, high inproduct purity, and easy to separate and purify and can be suitable for relatively-large-scale preparation.