6410-13-5

Basic information

• Product Name: 1-[(4-chloro-2-nitrophenyl)azo]-2-naphthol
• Synonyms: 1-[(4-chloro-2-nitrophenyl)azo]-2-naphthol;2-Naphthalenol, 1-(4-chloro-2-nitrophenyl)azo-;1-((4-CHLORO-2-NITROPHENYL)AZO)-2-NAPHTHOL PIGMENT;C.I. Pigment Red 6;1-[(4-Chloro-2-nitrophenyl)azo]naphthalene-2-ol;C.I.12090;1-((4-Chloro-2-nitrophenyl)azo)- 2-naphthalenol;2-Naphthalenol, 1-(2-(4-chloro-2-nitrophenyl)diazenyl)-
• CAS NO: 6410-13-5
• Molecular Formula: C₁₆H₁₀ClN₃O₃
• Molecular Weight: 327.7219
• EINECS: 229-094-3
• Product Categories: Organics
• Mol File: 6410-13-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 490.242°C at 760 mmHg
• Flash Point: 250.289°C
• Appearance: /
• Density: 1.45g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.685
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-[(4-chloro-2-nitrophenyl)azo]-2-naphthol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(4-chloro-2-nitrophenyl)azo]-2-naphthol(6410-13-5)
• EPA Substance Registry System: 1-[(4-chloro-2-nitrophenyl)azo]-2-naphthol(6410-13-5)

Safety Data

• Hazardous Substances Data: 6410-13-5(Hazardous Substances Data)

Usage

General Description

1-[(4-chloro-2-nitrophenyl)azo]-2-naphthol, also known as Sudan I, is an organic compound with the molecular formula C17H12N2O3. This chemical is commonly used as a dye in various industries, including textiles and plastics. It is a bright red solid that is insoluble in water but soluble in organic solvents. Sudan I has been classified as a carcinogenic compound and has been banned for use in food due to its potential to cause serious health effects, such as cancer. Additionally, exposure to Sudan I has been linked to allergic reactions and skin irritation. Due to its health hazards, the use of Sudan I in consumer products is highly regulated and limited.

InChI:InChI=1/C16H10ClN3O3/c17-11-6-7-13(14(9-11)20(22)23)18-19-16-12-4-2-1-3-10(12)5-8-15(16)21/h1-9,18H/b19-16-

Upstream product

• 89-63-4 4-Chloro-2-nitroaniline 
• 135-19-3 β-naphthol 
• 27165-22-6 2-nitro-4-chlorobenzenediazonium cation 

Relevant articles and documents

A quantitative one-pot synthesis method for industrial azo pigments with recyclable wastewater

Most industrial azo pigments are synthesized by diazotization in one pot and then coupling in another. This two-pot process has been transformed into a one-pot method by adding granular PTFE (polytetrafluoroethylene) to a mechanically agitated aqueous mixture of NaNO2, HCl, a diazo component and a coupling component. This method avoids the step of using a base or a surfactant to dissolve the coupling component. The reactions were fast and quantitative. The granular PTFE, wastewater and excess HCl were then reused 11 times without deteriorating the reaction rate and product purity. Altogether, 22 industrial pigments and 3 azo compounds were synthesized and the reaction can produce up to 22.7 g of product in the laboratory. Some reactions require less than 2 equiv. of HCl and a mechanism explaining this is proposed. In addition, an o-nitro group effect is advanced to explain the differences in coupling reaction rates for o-, m- and p-nitroaniline.

Method used for synthesizing azo compound using solid particle one kettle method

The invention relates to a method used for synthesizing an azo compound using solid particle one kettle method. The method comprises following steps: solid particles are introduced into a reaction container, an inorganic acid, an aromatic primary amine, sodium nitrite, water, and a coupling component are added, mechanism stirring is carried out, when the reaction is monitored to be finished, filtering and rinsing are carried out, and the obtained filter cake is a finished product; or the solid particles are introduced into the reaction container, the inorganic acid, the aromatic primary amine,sodium nitrite, and water are added, mechanical stirring is carried out, after complete conversion of the aromatic primary amine, the coupling component is added, mechanical stirring is carried out,when the reaction is monitored to be finished, filtering and rinsing are carried out, and the obtained filter cake is a finished product. The solid particles are preferably selected from polytetrafluoroethylene particles, haw seeds, or stainless steel sand. The solid particles are added into the reaction system to promote reaction, no pre-heating or alkali adding dissolving of diazo components orthe coupling component is needed; most reaction is finished in 1h; reaction time is short; product quality is high; and reaction filtrate and excess inorganic acid can be recycled for a plurality of times.

Solid-State Aromatic SN2 Reactions: Displacement of the Nitro Moiety in Arenediazonium Salts

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