Biebrich scarlet

Biebrich scarlet (C.I. 26905) is a molecule used in Lillie's trichrome.[1]

Biebrich scarlet

Names
IUPAC name 2-[(2Z)-2-(2-oxonaphthalen-1-ylidene)hydrazinyl]-5-(4-sulfophenyl)diazenyl-benzenesulfonic acid
Other names Croceine scarlet
Identifiers
CAS Number	4196-99-0^Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	4757734^Y
ECHA InfoCard	100.021.895
EC Number	224-084-5
MeSH	Biebrich+scarlet
PubChem CID	5940755
CompTox Dashboard (EPA)	DTXSID2063345
InChI 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/C22H16N4O7S2.2Na/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 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
SMILES [Na+].[Na+].[O-]S(=O)(=O)c1ccc(cc1)/N=N/c4ccc(/N=N/c2c3ccccc3ccc2O)c(c4)S([O-])(=O)=O O=S(=O)(O)c4ccc(/N=N/c1ccc(c(c1)S(=O)(=O)O)N/N=C2/c3ccccc3\C=C/C2=O)cc4
Properties
Chemical formula	C22H16N4O7S2
Molar mass	512.517
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	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).
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Infobox references

The dye was created in 1878 by the German chemist Rudolf Nietzki.[2]

See also

• Masson's trichrome stain

References

1. Lillie, R. D. (1940). "Further Experiments with the Masson Trichrome Modification of Mallory's Connective Tissue Stain". Stain Technology. 15 (1). doi:10.3109/10520294009110327.
2. Schwarz, Holm-Dietmar (1999). "Nietzki, Rudolf Hugo". Neue Deutsche Biographie (in German). 19. Retrieved 2015-10-12.