Citrus Red 2

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Citrus Red 2
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Names
IUPAC name
1-(2,5-Dimethoxy-phenylazo)-naphthalen-2-ol
Other names
Citrus Red No. 2, C.I. Solvent Red 80, C.I. 12156, E121
Identifiers
6358-53-8 YesY
ChemSpider 16735746 YesY
Jmol 3D model Interactive image
KEGG C19214 YesY
PubChem 9570225
  • InChI=1S/C18H16N2O3/c1-22-13-8-10-17(23-2)15(11-13)19-20-18-14-6-4-3-5-12(14)7-9-16(18)21/h3-11,21H,1-2H3/b20-19+ YesY
    Key: GJUABKCEXOMRPQ-FMQUCBEESA-N YesY
  • InChI=1/C18H16N2O3/c1-22-13-8-10-17(23-2)15(11-13)19-20-18-14-6-4-3-5-12(14)7-9-16(18)21/h3-11,21H,1-2H3/b20-19+
    Key: GJUABKCEXOMRPQ-FMQUCBEEBN
  • COc3ccc(cc3/N=N/c1c2ccccc2ccc1O)OC
Properties
C18H16N2O3
Molar mass 308.34 g·mol−1
Appearance Orange to yellow solid or a dark red powder
Melting point 156 °C (313 °F; 429 K)
Insoluble
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Citrus Red 2, Citrus Red No. 2, C.I. Solvent Red 80, or C.I. 12156 is an artificial dye. As a food dye, it has been permitted by the US Food and Drug Administration (FDA) since 1956 to color the skin of oranges.[1][2][3] Citrus Red 2 is listed by the International Agency for Research on Cancer (IARC) as a group 2B carcinogen, a substance "possibly carcinogenic to humans".[4]

Properties

Citrus Red 2 is an orange to yellow solid or a dark red powder with a melting point of 156 °C. It is not soluble in water, but is readily soluble in many organic solvents.

Use

In the United States, Citrus Red 2 is sometimes used to color oranges. It is only permitted to be used on the peel. It is permitted when the fruit is intended to be eaten, but is not permitted when the fruit is intended or used for processing, for example to manufacture orange juice.[2] It is used on some oranges from the US state of Florida but is banned in the US states of California and Arizona. It has been linked to health risks in studies using rats and mice [5]

References

  1. Anonymous. 1988. Florida Citrus Fruit Laws. Florida Statutes. 601.
  2. 2.0 2.1 Lua error in package.lua at line 80: module 'strict' not found.
  3. Lua error in package.lua at line 80: module 'strict' not found.
  4. Agents Classified by the IARC Monographs, IARC
  5. [1]


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