Naphthionic acid

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

The 4-Amino-1-naphthalenesulfonic acid with CAS registry number of 84-86-6 is also known as 1-Amino-4-sulfonaphthalene. The IUPAC name is 4-Aminonaphthalene-1-sulfonic acid. It belongs to product categories of Intermediates of Dyes and Pigments. Its EINECS registry number is 201-567-9. In addition, the formula is C₁₀H₉NO₃S and the molecular weight is 223.25. This chemical is a slightly greyish to beige powder or granule and should be sealed in cool and dark place.

Physical properties about 4-Amino-1-naphthalenesulfonic acid are: (1)ACD/LogP: 0.72; (2)ACD/LogD (pH 5.5): -2.73; (3)ACD/LogD (pH 7.4): -2.78; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2  (11)Index of Refraction: 1.713; (12)Molar Refractivity: 58.27 cm³; (13)Molar Volume: 148.6 cm³; (14)Surface Tension: 72.1 dyne/cm; (15)Density: 1.502 g/cm³.

Preparation of 4-Amino-1-naphthalenesulfonic acid: it is prepared by sulfonation of naphthylamine. The reaction occurs with solvent trichlorobenzene at the temperature of 185-190 °C and vacuum of 2.67-5.33 kPa for 3.5 hours.

Uses of 4-Amino-1-naphthalenesulfonic acid: it is used as azo dyes intermediate and also food coloring. Besides, it is used to produce 4-amino-3-bromonaphthalene-1-sulfonic acid. The reaction needs reagents Br₂, 100percent H₂SO₄ at the temperature of 45 °C for 3.5 hours. The yield is about 88%.

When you are using this chemical, please be cautious about it. As a chemical, it is harmful if swallowed and can cause burns. During using it, wear suitable protective clothing, gloves and eye/face protection. Avoid contact with eyes. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C2C(=C1)C(=CC=C2S(=O)(=O)O)N
2. InChI: InChI=1S/C10H9NO3S/c11-9-5-6-10(15(12,13)14)8-4-2-1-3-7(8)9/h1-6H,11H2,(H,12,13,14)
3. InChIKey: NRZRRZAVMCAKEP-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	300mg/kg (300mg/kg)		National Technical Information Service. Vol. AD277-689,
rat	LD	oral	> 7500mg/kg (7500mg/kg)		National Technical Information Service. Vol. OTS0533716,