Chemistry:Citrus Red 2

Citrus Red 2

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
CAS Number	6358-53-8 Y
3D model (JSmol)	Interactive image
ChemSpider	16735746 Y
KEGG	C19214 Y
PubChem CID	9570225
UNII	2QE5Y68984 Y
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
SMILES COc3ccc(cc3/N=N/c1c2ccccc2ccc1O)OC
Properties
Chemical formula	C18H16N2O3
Molar mass	308.337 g·mol−1
Appearance	Orange to yellow solid or a dark red powder
Melting point	156 °C (313 °F; 429 K)
Solubility in water	Insoluble
Hazards
NFPA 704 (fire diamond)	0 0 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
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. 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".

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. It is used on some oranges from the US state of Florida but is banned in the US states of California and Arizona.