Biebrich scarlet

Biebrich scarlet
Names
IUPAC name
2-[(2Z)-2-(2-oxonaphthalen-1-ylidene)hydrazinyl]-5-(4-sulfophenyl)diazenyl-benzenesulfonic acid
Other names
Croceine scarlet; C.I. 26905
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.021.895
EC Number
  • 224-084-5
MeSH Biebrich+scarlet
  • InChI=1S/C22H16N4O7S2/c27-20-12-5-14-3-1-2-4-18(14)22(20)26-25-19-11-8-16(13-21(19)35(31,32)33)24-23-15-6-9-17(10-7-15)34(28,29)30/h1-13,25H,(H,28,29,30)(H,31,32,33)/b24-23+,26-22- Y
    Key: VJULFVPZZZJPDJ-PUNVMFJJSA-N Y
  • InChI=1/C22H16N4O7S2/c27-20-12-5-14-3-1-2-4-18(14)22(20)26-25-19-11-8-16(13-21(19)35(31,32)33)24-23-15-6-9-17(10-7-15)34(28,29)30/h1-13,25H,(H,28,29,30)(H,31,32,33)/b24-23+,26-22-
    Key: VJULFVPZZZJPDJ-PUNVMFJJBJ
  • (Sodium salt): InChI=1/C22H16N4O7S2.2Na/c27-20-12-5-14-3-1-2-4-18(14)22(20)26-25-19-11-8-16(13-21(19)35(31,32)33)24-23-15-6-9-17(10-7-15)34(28,29)30;;/h1-13,27H,(H,28,29,30)(H,31,32,33);;/q;2*+1/p-2
    Key: VVAVKBBTPWYADW-NUQVWONBAJ
  • O=S(=O)(O)c4ccc(/N=N/c1ccc(c(c1)S(=O)(=O)O)N/N=C2/c3ccccc3\C=C/C2=O)cc4
  • (Sodium salt): [Na+].[Na+].[O-]S(=O)(=O)c1ccc(cc1)/N=N/c4ccc(/N=N/c2c3ccccc3ccc2O)c(c4)S([O-])(=O)=O
Properties
C22H16N4O7S2
Molar mass 512.51 g·mol−1
Hazards
GHS labelling:
Warning
H302, H312, H315, H319, H332, H335
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Biebrich scarlet (C.I. 26905) is a molecule used in Lillie's trichrome. It is an anionic mono-azo dye, which is an important pigmenting agent in the textile and paper industries, used to color wool, silk, cotton, and papers. The dye was created in 1878 by the German chemist Rudolf Nietzki. He was employed by Kalle & Co. and completed his contributions on August of 1880, where he claimed to be the inventor of Biebrich scarlet. The name, Biebrich scarlet, originated from the location where a company, Kalle & Co., marketed the dye in Biebrich (Wiesbaden).