2512-29-0

Basic information

• Product Name: Fast Yellow G
• Synonyms: 2-((4-methyl-2-nitrophenyl)azo)-3-oxo-n-phenyl-butanamid;2-[(4-methyl-2-nitrophenyl)azo]-3-oxo-n-phenyl-butanamid;2-[(4-Methyl-2-nitrophenyl)azo]-3-oxo-N-phenyl-butenamide;accospersehansayellowg;acrylamideyellowg;adcpigmentyellowg;arylamideyellowg;brazilyellowx2866
• CAS NO: 2512-29-0
• Molecular Formula: C₁₇H₁₆N₄O₄
• Molecular Weight: 340.33
• EINECS: 219-730-8
• Product Categories: Dyes and Pigments;Organics
• Mol File: 2512-29-0.mol

Chemical Properties

• Boiling Point: 546.5 °C at 760 mmHg
• Flash Point: 284.3 °C
• Appearance: COA
• Density: 1.3 g/cm³
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: 1.621
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility: Chloroform (Slightly, Heated, Sonicated), DMSO (Very Slightly, Heated)
• PKA: 8.80±0.59(Predicted)
• Stability: Light Sensitive
• CAS DataBase Reference: Fast Yellow G(CAS DataBase Reference)
• NIST Chemistry Reference: Fast Yellow G(2512-29-0)
• EPA Substance Registry System: Fast Yellow G(2512-29-0)

Safety Data

• Statements: 20/21/22
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 2512-29-0(Hazardous Substances Data)

Usage

Uses

Used in Paint Industry:
Fast Yellow G is used as a pigment in trade sales and emulsion paints for its brilliant yellow color and low opacity in paint films, making it suitable for creating vibrant and less covering paint effects.
Used in Textile Industry:
Fast Yellow G is used as a dye in the method for dyeing keratinous materials, in combination with an organosilicon compound, a chromophoric compound, and a film-forming polymer II. This application takes advantage of its ability to produce a strong color in the presence of various chemicals.
Used in Chemical Analysis:
Due to its unique reactions with different acids and bases, Fast Yellow G can be used as an indicator in chemical analysis. For example, it turns golden brown in strong sulfuric acid, yellow in diluted sulfuric acid, red in strong hydrochloric acid, and remains unchanged in dilute sodium hydroxide solution.

Preparation

4-Methyl-2-nitrobenzenamine?diazo, and 3-Oxo-N-phenylbutanamide?coupling.

InChI:InChI=1/C17H16N4O4/c1-11-8-9-14(15(10-11)21(24)25)19-20-16(12(2)22)17(23)18-13-6-4-3-5-7-13/h3-10,19H,1-2H3,(H,18,23)/b20-16+

Synthetic route

N-phenylacetoacetamide (102-01-2) + 4-methyl-2-nitroaniline (89-62-3) → pigment yellow 1 (2512-29-0)

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 20℃; for 0.333333h; Time;	99%
With hydrogenchloride; sodium nitrite In water at 20℃; for 0.666667h; Green chemistry;	99%
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; C25H20N6O6S2; sodium nitrite In water at 10℃; for 1h; Stage #2: N-phenylacetoacetamide With sodium acetate; acetic acid In water at 25 - 90℃; for 2.5h; pH=6;
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 10℃; for 1h; Stage #2: N-phenylacetoacetamide With sodium hydroxide; sodium acetate; acetic acid In water at 25 - 90℃; for 2.5h; pH=6;
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride In water at 75 - 80℃; for 1h; Stage #2: With sodium nitrite In water at 0 - 5℃; for 0.75h; Stage #3: N-phenylacetoacetamide Further stages;

o-tolidine-6,6'-disulfonic acid (83-83-0) + N-phenylacetoacetamide (102-01-2) + 4-methyl-2-nitroaniline (89-62-3) → pigment yellow 1 (2512-29-0)

Conditions	Yield
Stage #1: o-tolidine-6,6'-disulfonic acid; 4-methyl-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 10℃; for 1h; Stage #2: N-phenylacetoacetamide With sodium hydroxide; sodium acetate; acetic acid In water at 25 - 90℃; for 2.5h; pH=6;

Upstream product

• 102-01-2 N-phenylacetoacetamide 
• 89-62-3 4-methyl-2-nitroaniline 
• 83-83-0 o-tolidine-6,6'-disulfonic acid 

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.

Method for preparing azo compounds with narrow particle size distribution

The invention relates to a method for preparing azo compounds with narrow particle size distribution. The method mainly comprises the following steps: coating the surfaces of titanium dioxide particles with narrow particle size distribution, with a coupling component to obtain titanium dioxide particles with surfaces coated with the coupling component; performing a coupling reaction between the obtained titanium dioxide particles with surfaces coated with the coupling component and a diazonium salt component to obtain target objects. According to the method provided by the invention, azo compounds with narrow particle size distribution (especially azo compounds with D90 between 0.10mum and 0.15mum) can be prepared by a relatively simple method, and the problems (including complex and lengthy steps, expensive high-precision sanding machinery and the like) of the prior art are overcome.

Yellow pigment composition for image recording and process for producing the same

Monoazo based yellow pigment compositions for image recording that are suitable as a well-balanced yellow coloring agent for image recording with favorable reproducibility of images and image retaining capacity, which is inexpensive and excellent in safety are provided. Provided is a yellow pigment composition for image recording which includes a monoazo yellow base pigment represented by the general formula (1): , and a particular disazo yellow pigment having a sulfonic acid group and/or a particular monoazo yellow pigment.