Solvent Yellow 7

Solvent Yellow 7[1]
Names
	IUPAC name 4-Phenyldiazenylphenol
	Other names 4-Hydroxyazobenzene ; 4-Phenylazobenzene ; Solvent Yellow 7 ; Simpsol Yellow
Identifiers
CAS Number	1689-82-3;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:82475;
ChEMBL	ChEMBL1525953;
ChemSpider	10296254;
ECHA InfoCard	100.015.346
EC Number	216-880-6;
KEGG	C19433;
PubChem CID	15529;
UNII	VX4306NSH1;
CompTox Dashboard (EPA)	DTXSID70942923 DTXSID3022160, DTXSID70942923 ;
	InChI InChI=1S/C12H10N2O/c15-12-8-6-11(7-9-12)14-13-10-4-2-1-3-5-10/h1-9,15H Key: BEYOBVMPDRKTNR-UHFFFAOYSA-N; InChI=1S/C12H10N2O/c15-12-8-6-11(7-9-12)14-13-10-4-2-1-3-5-10/h1-9,15H;
	SMILES C1=CC=C(C=C1)N=NC2=CC=C(C=C2)O;
Properties
Chemical formula	C12H10N2O
Molar mass	198.225 g·mol−1
Appearance	An orange solid[2]
Melting point	155 °C (311 °F; 428 K)
Solubility in water	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). Infobox references

Solvent Yellow 7 is a common azo dye with a formula of C₆H₅N₂C₆H₄OH.

Synthesis

Like most azobenzenes, Solvent Yellow 7 can be synthesized by the reaction of 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.[3]

"4-PHENYLAZOPHENOL". www.chemicalbook.com. Retrieved 2019-04-08.
Solomons, T.W Graham (2017). Organic chemistry (10 ed.). John Wiley and sons. p. 941. ISBN 978-1119248972. OCLC 973372285.
Estibaliz, Merino. "Synthesis of azobenzenes: the coloured pieces of molecular materials" (PDF).