Citrus Red 2

Citrus Red 2
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
CAS number	6358-53-8
PubChem	9570225
ChemSpider	16735746 Y
KEGG	C19214 Y
Jmol-3D images	Image 1
SMILES COc3ccc(cc3/N=N/c1c2ccccc2ccc1O)OC
InChI 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+ Y Key: GJUABKCEXOMRPQ-FMQUCBEESA-N Y 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
Properties
Molecular formula	C18H16N2O3
Molar mass	308.33 g mol−1
Appearance	Orange to yellow solid or a dark red powder
Melting point	156 °C, 429 K, 313 °F
Solubility in water	Insoluble
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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 is permitted by Food and Drug Administration (FDA) since 1956 only for use in the United States to color the skin of oranges.^[1][2][3][4] Citrus Red 2 is listed as an IARC Group 2B carcinogen, meaning that it is "possibly carcinogenic to humans".^[5] However, it does not penetrate the orange peel into the pulp.^{[citation needed]}

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 water-soluble, but readily soluble in many organic solvents.

References

1. ^ Anonymous. 1988. Florida Citrus Fruit Laws. Florida Statutes. 601.
2. ^ Code of Federal regulations Title 21 Part 74.302 (21 CFR 74.302)
3. ^ Hall, David J (1989). "Peel Disorders of Florida Citrus as Related to Growing Area and Color-add formulations". Proc. Fla. State Hort. Soc. 102: 243–246. 
4. ^ Hall, David J. and David Sorenson. 2006. Washing, Waxing, and Color-Adding. (Chapter 15 In: Fresh Citrus Fruits, Second Edition. Wilfred F. Wardowski, William M. Miller, David J. Hall and William Grierson, Eds.) Florida Science Source. Longboat Key, Florida.
5. ^ Agents Classified by the IARC Monographs, IARC