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Lithol Rubine BK

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Lithol Rubine BK is a reddish synthetic azo dye. It has the appearance of a red powder and is magenta when printed. It is slightly soluble in hot water, insoluble in cold water, and insoluble in ethanol. When dissolved in dimethylformamide, its absorption maximum lies at about 442 nm. It is usually supplied as a calcium salt.[1] It is prepared by azo coupling with 3-hydroxy-2-naphthoic acid. It is used to dye plastics, paints, printing inks, and for textile printing. It is normally used as a standard magenta in the three and four color printing processes.

Lithol Rubine BK
Skeletal formula of Lithol Rubine BK
Names
IUPAC name
Calcium (4Z)-4-[(4-methyl-2-sulfonatophenyl)hydrazono]-3-oxo-2-naphthalenecarboxylate
Other names
  • Pigment Rubine
  • Carmine 6B
  • Brilliant Carmine 6B
  • Permanent Rubin L6B
  • Litholrubine
  • Latolrubine
  • C.I. Pigment Red 57
  • C.I. Pigment Red 57:1
  • D&C Red No. 7
  • C.I. 15850:1
  • E180
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.023.736 Edit this at Wikidata
E number E180 (colours)
UNII
  • InChI=1S/C18H14N2O6S.Ca/c1-10-6-7-14(15(8-10)27(24,25)26)19-20-16-12-5-3-2-4-11(12)9-13(17(16)21)18(22)23;/h2-9,21H,1H3,(H,22,23)(H,24,25,26);/q;+2/p-2/b20-19+; checkY
    Key: PZTQVMXMKVTIRC-RZLHGTIFSA-L checkY
  • InChI=1/C18H14N2O6S.Ca/c1-10-6-7-14(15(8-10)27(24,25)26)19-20-16-12-5-3-2-4-11(12)9-13(17(16)21)18(22)23;/h2-9,21H,1H3,(H,22,23)(H,24,25,26);/q;+2/p-2/b20-19+;
    Key: PZTQVMXMKVTIRC-LGRYAOMWBK
  • [Ca+2].[O-]S(=O)(=O)c3cc(C)ccc3/N=N/c1c2ccccc2cc(C([O-])=O)c1O
Properties
C18H12CaN2O6S
Molar mass 424.44 g/mol
Appearance Red powder
slightly soluble in hot water, insoluble in cold water and ethanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

When used as a food dye, it has E number E180. It is used to color cheese rind, and it is a component in some lip balms.

References

edit
  1. ^ K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.a20_371