Scarlet GN

(Redirected from Ponceau SX)

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.

Scarlet GN
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 Edit this at Wikidata
EC Number
  • 221-856-3
E number E125 (colours)
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-;; ☒N
    Key: AQJHOKDCKYSJAS-MHZTUVSFSA-L ☒N
  • [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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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the coloring of maraschino cherries, which were considered mainly decorative and not a foodstuff.[4] This exception was repealed in 1976 due to mounting safety concerns. In the European Union, it is not permitted as a food additive.[5]

References

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  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. ^ Current EU approved additives and their E Numbers, Food Standards Agency