2,7-Naphthalenedisulfonicacid, 3-hydroxy-4-[2-(4-sulfo-1-naphthalenyl)diazenyl]-, sodium salt (1:3)

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 8 (1975),p. 41.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

The Acid Red 27 with CAS registry number of 915-67-3 is also known as Amaranth. The IUPAC name is Trisodium 3-oxo-4-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-2,7-disulfonate. It belongs to product categories of Dyes and Pigments; Organics; Analytical Chemistry; Food Colors by Food Sanitation Law in Japan. Its EINECS registry number is 213-022-2. In addition, the formula is C₂₀H₁₄N₂O₁₀S₃.3Na and the molecular weight is 607.47. This chemical is a dark red solid that may cause inflammation to the skin or other mucous membranes. It is a suspected carcinogen. It should be sealed in cool, dry place. What's more, this chemical is used as food, medicines and cosmetics colorants.

Physical properties about Acid Red 27 are: (1)#H bond acceptors: 12; (2)#H bond donors: 4; (3)#Freely Rotating Bonds: 6; (4)Polar Surface Area: 241.69 ?2; (5)Rotatable Bond Count: 2; (6)Tautomer Count: 3; (7)Exact Mass: 603.926891; (8)MonoIsotopic Mass: 603.926891; (9)Topological Polar Surface Area: 238; (10)Heavy Atom Count: 38; (11)Complexity: 1200; (12)Undefined Bond StereoCenter Count: 1; (13)Covalently-Bonded Unit Count 4.

Preparation of Acid Red 27: it is prepared by coincidence reaction of 2-naphthol-3,6-disulphonate (R salt) with 1-naphthylamine-4-acid after diazotization. The reaction occurs with alkaline conditions. At last, product is obtained by salting out and purification.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C2C(=C1)C(=CC=C2S(=O)(=O)[O-])NN=C3C4=C(C=C(C=C4)S(=O)(=O)[O-])C=C(C3=O)S(=O)(=O)[O-].[Na+].[Na+].[Na+]
2. InChI: InChI=1S/C20H14N2O10S3.3Na/c23-20-18(35(30,31)32)10-11-9-12(33(24,
25)26)5-6-13(11)19(20)22-21-16-7-8-17(34(27,28)29)15-4-2-1-3-14(15)16;;;/h1-10,21H,(H,24,25,26)(H,27,28,29)(H,30,31,32);;;/q;3*+1/p-3
3. InChIKey: VOBHRQFELWTZFS-UHFFFAOYSA-K

The toxicity data is as follows: