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

• 106-47-8 4-chloro-aniline 
• 10148-02-4 1-(4'-chlorobenzeneazo)-2-amino-naphthalene 
• 64-17-5 ethanol 
• 135-19-3 β-naphthol 
• 33608-73-0 (Z)-(4-chloro-phenyl)-diazenecarbonitrile 
• 67-66-3 chloroform 
• 13014-92-1 acetic acid-(4-chloro-N-nitroso-anilide) 
• 17333-85-6 4-chlorophenyldiazonium salt 
• 118488-91-8 p-chlorobenzenediazo methyl ether 
• 84784-23-6 1,3-bis(4-chlorophenyl)-1-nitrosourea 
• 2028-74-2 p-chlorobenzenediazonium chloride 
• 93680-29-6 C₇H₆ClN₇ 
• 84784-25-8 3-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-nitrosourea 
• 64349-93-5 2-(4-chloro-phenyl)-2-oxy-diazenecarboxylic acid ethyl ester 

Downstream Products

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

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.

An environmentally friendly approach to the green synthesis of azo dyes with aryltriazenes via ionic liquid promoted C-N bonds formation

An efficient and green approach for the synthesis of azo dyes has been developed via the Br?nsted acidic ionic liquid (IL) promoted diazo coupling reaction of naphthols with aryltriazenes. The reaction was carried out with the aryltriazenes as diazotizing