Scarlet GN

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Scarlet GN
Kekule, canonical skeletal formula of scarlet GN ((6E)-6-hydrazinylidene) Scarlet GN.svg
Kekulé, canonical skeletal formula of scarlet GN ((6E)-6-hydrazinylidene)
Names
Systematic IUPAC name
Disodium 3-[(2,4-Dimethyl-5-sulfonatophenyl)hydrazinylidene]-4-oxonaphthalene-1-sulfonate
Other names
  • Crimson 4R
  • C.I. Food Red 1
  • Food red 1
  • FD & C Red no. 4
  • Hexacol Ponceau SX
  • Maple Ponceau SX
  • Ponceau SX
  • Purple 4R
  • E125
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.019.870 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 221-856-3
E number E125 (colours)
PubChem CID
UNII
  • InChI=1S/C18H16N2O7S2.2Na/c1-10-8-11(2)17(16(9-10)29(25,26)27)20-19-14-7-6-12-13(18(14)21)4-3-5-15(12)28(22,23)24;;/h3-9,20H,1-2H3,(H,22,23,24)(H,25,26,27);;/q;2*+1/p-2/b19-14-;; X mark.svgN
    Key: AQJHOKDCKYSJAS-MHZTUVSFSA-L X mark.svgN
  • [Na+].Cc3cc(S(=O)(=O)[O-])c(N=Nc2c(O)c1c(cc2)c(S(=O)(=O)[O-])ccc1)c(C)c3.[Na+]
  • CC1=CC(=C(NN=C2C=CC3=C(C=CC=C3C2=O)S(=O)(=O)O[Na])C(C)=C1)S(=O)(=O)O[Na]
Properties
C18H14N2Na2O7S2
Molar mass 480.42 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Scarlet GN, or C.I. Food Red 2, FD&C Red No. 4, or C.I. 14815 is a red azo dye once used as a food dye. As a food additive, it has the E number E125. It is usually used as a disodium salt.

In the United States, it is not permitted for use in food or ingested drugs and may only be used in externally applied drugs and cosmetics, due to potential carcinogenic effects from ingesting it. [1] [2] [3] An exception was added in 1965 to allow its use in the coloring of maraschino cherries, which were considered mainly decorative and not a foodstuff. [4] This exception was repealed and the dye banned in the US on September 22, 1976 due to mounting safety concerns. [5] In the European Union, it is not permitted as a food additive. [6]

References

  1. 21 CFR 81.10
  2. 21 CFR 81.30
  3. 21 CFR 82.304
  4. Pavia, Donald L. (2005). Introduction to Organic Laboratory Techniques: A Small Scale Approach (2nd ed.). Thomson Brooks/Cole. pp. 387–389. ISBN   0534408338 . Retrieved January 25, 2013.
  5. "F.D.I. Bans Use of Red No. 4 Dye And Carbon Black in Food Items". New York Times. September 23, 1976. Retrieved 20 February 2025.
  6. Current EU approved additives and their E Numbers, Food Standards Agency