Solvent Yellow 7

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Solvent Yellow 7[1]
4-(Phenylazo)phenol structure.svg
Names
IUPAC name
4-Phenyldiazenylphenol
Other names
4-Hydroxyazobenzene
4-Phenylazobenzene
Solvent Yellow 7
Simpsol Yellow
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.015.346 Edit this at Wikidata
EC Number
  • 216-880-6
KEGG
UNII
  • 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
  • C1=CC=C(C=C1)N=NC2=CC=C(C=C2)O
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
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]

References[]

  1. ^ "4-PHENYLAZOPHENOL". www.chemicalbook.com. Retrieved 2019-04-08.
  2. ^ Solomons, T.W Graham (2017). Organic chemistry (10 ed.). John Wiley and sons. p. 941. ISBN 978-1119248972. OCLC 973372285.
  3. ^ Estibaliz, Merino. "Synthesis of azobenzenes: the coloured pieces of molecular materials" (PDF).

See also[]

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