D&C Red 33

D&C Red 33 also known as Acid Red 33 or simply Red 33 is a red azo dye used as a colorant in mouthwashes, dentifrices, cosmetics, and hair dyes.[1] Red 33 is a disodium salt of 5-amino-4-hydroxy-3-(phenylazo)-2,7-naphthalenedisulfonic acid, which can be purified through high performance liquid chromatography.[2]

D&C Red 33
Names
IUPAC name
Disodium 5-amino-4-hydroxy-3-(phenylazo)-naphthalene-2,7-disulfonate
Other names
D&C Red 33, Acid Red 33, Azo grenadine, Azo fuchsine, Acid fuchsine D, Redusol Z, Azo magenta G, Certicol Red B, Fast acid magenta, Hexalan Red B, Acetyl Red B, Naphthalene Red B, C.I. 17200
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.020.597
  • InChI=1S/C16H13N3O7S2.2Na/c17-12-8-11(27(21,22)23)6-9-7-13(28(24,25)26)15(16(20)14(9)12)19-18-10-4-2-1-3-5-10;;/h1-8,20H,17H2,(H,21,22,23)(H,24,25,26);;/q;2*+1/p-2/b19-18+;;
    Key: LQJVOKWHGUAUHK-BUFQOAPZSA-L
  • InChI=1/C16H13N3O7S2.2Na/c17-12-8-11(27(21,22)23)6-9-7-13(28(24,25)26)15(16(20)14(9)12)19-18-10-4-2-1-3-5-10;;/h1-8,20H,17H2,(H,21,22,23)(H,24,25,26);;/q;2*+1/p-2/b19-18+;;
    Key: LQJVOKWHGUAUHK-GJLVVKPQBK
  • OC1=C(C(N)=CC(S([O-])(=O)=O)=C3)C3=CC(S([O-])(=O)=O)=C1\N=N\C2=CC=CC=C2.[Na+].[Na+]
Properties
C16H11N3Na2O7S2
Molar mass 467.38 g·mol−1
Appearance Dark reddish brown powder
Melting point decomposes below the melting point
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References

  1. FD&C Red #33 in the Consumer Product Information Database
  2. Bailey, John E (1984). "Purification of D&C Red. No. 33 by preparative high-performance liquid chromatography". Journal of Chromatography A. 314: 379–385. doi:10.1016/S0021-9673(01)97750-7. PMID 6526888.
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