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Names | |
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Preferred IUPAC name
4-(Phenyldiazenyl)phenol | |
Other names
4-Hydroxyazobenzene | |
Identifiers | |
3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.015.346 ![]() |
EC Number |
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KEGG | |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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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).
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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 (orpotassium 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]
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