![]() | |
Names | |
---|---|
Preferred IUPAC name
4-(Phenyldiazenyl)phenol | |
Other names
4-Hydroxyazobenzene
Solvent Yellow 7 Simpsol Yellow | |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.015.346 |
EC Number |
|
KEGG | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C12H10N2O | |
Molar mass | 198.225 g·mol−1 |
Appearance | An orange solid [2] |
Melting point | 155 °C (311 °F; 428 K) |
Slightly soluble in hot water | |
Solubility in other solvents | Soluble in ethanol, acetone |
Acidity (pKa) | 8.2 (from the hydroxyl group) |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
|
Irratant |
Related compounds | |
Related compounds
|
Benzenediazonium chloride |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Solvent Yellow 7 is an aromatic organic molecule and a common azo dye with a formula of C6H5N2C6H4OH. [3] It has a phenolic hydroxyl and an azo group in the same molecule. [4]
Like most azobenzenes, Solvent Yellow 7 can be synthesized by the reaction of the phenyldiazonium salt with phenol. The optimal pH value for this azo coupling is 8.5-10. The reaction is carried out in water, since sodium chloride (or potassium chloride) formed in the reaction is soluble in water, while the product precipitates. [5]
As azo dyes are not usually water soluble, the effect of various solvents on them has been studied analytically, and likewise analytical methods and calculations for the color concentration developed. [6] [7]
The molecule can be further reacted including with bromine, [8] and other halogens. [9] Other reactions include nitration. [10] The reactivity with Grignard reagents has also been studied. [11]
The toxicology has been extensively studied, [12] including IARC studies. [13] There have been other extensive reviews. [14]