Orange GGN

Last updated
Orange GGN
Orange GGN.png
Names
Other names
  • 1-(m-Sulfophenylazo)-2-naphthol-6-sulfonic acid, disodium salt
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.017.340 OOjs UI icon edit-ltr-progressive.svg
E number E111 (colours)
PubChem CID
UNII
  • InChI=1S/C16H12N2O7S2.2Na/c19-15-7-4-10-8-13(27(23,24)25)5-6-14(10)16(15)18-17-11-2-1-3-12(9-11)26(20,21)22;;/h1-9,19H,(H,20,21,22)(H,23,24,25);;/q;2*+1/p-2/b18-17+;; Yes check.svgY
    Key: CECHAJXICNIUQL-QIKYXUGXSA-L Yes check.svgY
  • InChI=1/C16H12N2O7S2.2Na/c19-15-7-4-10-8-13(27(23,24)25)5-6-14(10)16(15)18-17-11-2-1-3-12(9-11)26(20,21)22;;/h1-9,19H,(H,20,21,22)(H,23,24,25);;/q;2*+1/p-2/b18-17+;;
    Key: CECHAJXICNIUQL-JLAJEUQUBK
  • [Na+].[Na+].[O-]S(=O)(=O)c1cccc(c1)/N=N/c2c3ccc(cc3ccc2O)S([O-])(=O)=O
Properties
C16H10N2Na2O7S2
Molar mass 452.36 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Orange GGN, also known as alpha-naphthol orange, is an azo dye [1] formerly used as a food dye. It is the disodium salt of 1-(m-sulfophenylazo)-2-naphthol-6-sulfonic acid. In Europe, it was denoted by the E Number E111, but has been forbidden for use in foods since 1 January 1978. [2] It has never been included in the food additives list of the Codex Alimentarius. As such, it is forbidden for food use in general, because toxicological data has shown it is harmful.[ citation needed ]

The absorption spectrum of Orange GGN and Sunset Yellow is nearly identical in visible and ultraviolet range, but they can be distinguished by their IR spectra.

Related Research Articles

<span class="mw-page-title-main">Kipper</span> Whole cold-smoked herring

A kipper is a whole herring, a small, oily fish, that has been split in a butterfly fashion from tail to head along the dorsal ridge, gutted, salted or pickled, and cold-smoked over smouldering wood chips.

<span class="mw-page-title-main">Food coloring</span> Substance used to color to food or drink

Food coloring, or color additive, is any dye, pigment, or substance that imparts color when it is added to food or drink. They can be supplied as liquids, powders, gels, or pastes. Food coloring is used in both commercial food production and domestic cooking. Food colorants are also used in a variety of non-food applications, including cosmetics, pharmaceuticals, home craft projects, and medical devices. Colorings may be natural or artificial/synthetic.

<span class="mw-page-title-main">Annatto</span> Orange-red condiment and food coloring derived from the seeds of the achiote tree

Annatto is an orange-red condiment and food coloring derived from the seeds of the achiote tree, native to tropical parts of the Americas. It is often used to impart a yellow or orange color to foods, but sometimes also for its flavor and aroma. Its scent is described as "slightly peppery with a hint of nutmeg" and flavor as "slightly nutty, sweet and peppery".

<span class="mw-page-title-main">Hair coloring</span> Practice of changing the hair color

Hair coloring, or hair dyeing, is the practice of changing the color of the hair on humans' heads. The main reasons for this are cosmetic: to cover gray or white hair, to alter hair to create a specific look, to change a color to suit preference or to restore the original hair color after it has been discolored by hairdressing processes or sun bleaching.

<span class="mw-page-title-main">Sudan I</span> Chemical compound

Sudan I is an organic compound, typically classified as an azo dye. It is an intensely orange-red solid that is added to colourise waxes, oils, petrol, solvents, and polishes. Sudan I has also been adopted for colouring various foodstuffs, especially curry powder and chili powder, although the use of Sudan I in foods is now banned in many countries, because Sudan I, Sudan III, and Sudan IV have been classified as category 3 carcinogens by the International Agency for Research on Cancer. Sudan I is still used in some orange-coloured smoke formulations and as a colouring for cotton refuse used in chemistry experiments.

<span class="mw-page-title-main">Para red</span> Chemical compound

Para red is a dye. Chemically, it is similar to Sudan I. It was discovered in 1880 by von Gallois and Ullrich and was the first azo dye. It dyes cellulose fabrics a brilliant red color, but is not very fast. The dye can be washed away easily from cellulose fabrics if not dyed correctly. Acidic and basic stages both occur during the standard formation of Para Red, and acidic or basic byproducts may be present in the final product.

<span class="mw-page-title-main">Azo dye</span> Class of organic compounds used as dye

Azo dyes are organic compounds bearing the functional group R−N=N−R′, in which R and R′ are usually aryl and substituted aryl groups. They are a commercially important family of azo compounds, i.e. compounds containing the C-N=N-C linkage. Azo dyes are synthetic dyes and do not occur naturally. Most azo dyes contain only one azo group but there are some that contain two or three azo groups, called "diazo dyes" and "triazo dyes" respectively. Azo dyes comprise 60-70% of all dyes used in food and textile industries. Azo dyes are widely used to treat textiles, leather articles, and some foods. Chemically related derivatives of azo dyes include azo pigments, which are insoluble in water and other solvents.

In organic chemistry, an azo coupling is an organic reaction between a diazonium compound and another aromatic compound that produces an azo compound. In this electrophilic aromatic substitution reaction, the aryldiazonium cation is the electrophile and the activated carbon act as a nucleophile. In most cases, including the examples below, the diazonium compound is also aromatic.

<span class="mw-page-title-main">Amaranth (dye)</span> Chemical compound

Amaranth, FD&C Red No. 2, E123, C.I. Food Red 9, Acid Red 27, Azorubin S, or C.I. 16185 is a modified red azo dye used as a food dye and to color cosmetics. The name was taken from amaranth grain, a plant distinguished by its red color and edible protein-rich seeds.

<span class="mw-page-title-main">Brilliant Black BN</span> Chemical compound

Brilliant Black BN, Brilliant Black PN, Brilliant Black A, Black PN, Food Black 1, Naphthol Black, C.I. Food Black 1, or C.I. 28440, is a synthetic black diazo dye. It is soluble in water. It usually comes as tetrasodium salt. It has the appearance of solid, fine powder or granules. Calcium and potassium salts are allowed as well.

Sudan stains and Sudan dyes are synthetic organic compounds that are used as dyes for various plastics and are also used to stain sudanophilic biological samples, usually lipids. Sudan II, Sudan III, Sudan IV, Oil Red O, and Sudan Black B are important members of this class of compounds.

<span class="mw-page-title-main">Sudan Red G</span> Chemical compound

Sudan Red G is a yellowish red lysochrome azo dye. It has the appearance of an odorless reddish-orange powder with melting point 225 °C. It is soluble in fats and used for coloring of fats, oils, and waxes, including the waxes used in turpentine-based polishes. It is also used in polystyrene, cellulose, and synthetic lacquers. It is insoluble in water. It is stable to temperatures of about 100–110 °C. It was formerly used as a food dye, but still appears to be used for this purpose in china. It is used in some temporary tattoos, where it can cause contact dermatitis. It is also used in hair dyes. It is a component of some newer formulas for red smoke signals and smoke-screens, together with Disperse Red 11.

<span class="mw-page-title-main">2-Naphthylamine</span> Chemical compound

2-Naphthylamine is one of two isomeric aminonaphthalenes, compounds with the formula C10H7NH2. It is a colorless solid, but samples take on a reddish color in air because of oxidation. It was formerly used to make azo dyes, but it is a known carcinogen and has largely been replaced by less toxic compounds.

<span class="mw-page-title-main">Acid orange 20</span> Chemical compound

Acid orange 20 is an organic compound and an azo dye. It is one of the first water soluble dyes to be commercialized, and one of seven original food dyes allowed under the U.S. Pure Food and Drug Act of June 30, 1906. It is analyzed by HPLC.

<span class="mw-page-title-main">2-Naphthol</span> Chemical compound

2-Naphthol, or β-naphthol, is a fluorescent colorless (or occasionally yellow) crystalline solid with the formula C10H7OH. It is an isomer of 1-naphthol, differing by the location of the hydroxyl group on the naphthalene ring. The naphthols are naphthalene homologues of phenol, but more reactive. Both isomers are soluble in simple alcohols, ethers, and chloroform. 2-Naphthol is a widely used intermediate for the production of dyes and other compounds.

<span class="mw-page-title-main">Naphthol yellow S</span> Chemical compound

Naphthol yellow S is an organic compound that is a dye. It is a derivative of 1-naphthol. At one time it was a popular food colorant but it was delisted in 1959 in the U.S.

<span class="mw-page-title-main">Acid Orange 7</span> Chemical compound

Acid Orange 7, also known as 2-naphthol orange is an azo dye. It is used for dyeing wool.

1-Naphthol, or α-naphthol, is a organic compound with the formula C10H7OH. It is a fluorescent white solid. 1-Naphthol differs from its isomer 2-naphthol by the location of the hydroxyl group on the naphthalene ring. The naphthols are naphthalene homologues of phenol. Both isomers are soluble in simple organic solvents. They are precursors to a variety of useful compounds.

<span class="mw-page-title-main">Naphthol Green B</span> Chemical compound

Naphthol Green B is a coordination complex of iron that is used as a dye. The ligand is a sulfonated derivative of 1-nitroso-2-naphthol.

<span class="mw-page-title-main">4-Amino-2-methyl-1-naphthol</span> Chemical compound

4-Amino-2-methyl-1-naphthol is a menadione analog. Its water-soluble hydrochloride (HCl) salt is often called vitamin K5. The HCl salt has been used as a medicine for vitamin K deficiency under tradenames such as Synkamin, which was sold by Parke-Davis, but has since been discontinued.

References

  1. "Orange GGN".
  2. EU directive 76/399/EEC