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
• Article Data: 4

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

Different sources of media describe the Uses of 2512-29-0 differently. You can refer to the following data:
1. The Hansa yellow is a bright monoarylide often used in trade sales and emulsion paints. They have low opacity in paint films and are soluble in aromatic solvents.
2. Hansa Yellow is used in method for dyeing keratinous material, comprising the use of an Organosilicon compound, a Chromophoric compound and a film-forming polymer II.

Preparation

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

Properties and Applications

brilliant yellow. Slightly soluble in ethanol, acetone and benzene. Melting point 256 ℃. The strong sulfuric acid for golden brown, after diluted yellow precipitation; No change in nitric acid; In strong hydrochloric acid solution for red; Sodium hydroxide solution in a dilute no change. And C.I.Pigment Yellow 1 the same chemical structure.

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

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

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 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.