| Identification | More | [Name]
Naphthionic acid | [CAS]
84-86-6 | [Synonyms]
1-AMINO-4-NAPHTHALENESULFONIC ACID
1-AMINO-4-SULFONAPHTHALENE
1-AMINONAPHTHALENE-4-SULPHONIC ACID
1-NAPHTHYLAMINE-4-SULFONIC ACID
4-AMINO-1-NAPHTHALENESULFONIC ACID
4-Amino-1-nophthalenesulfonic acid
4-AMINONAPHTHALENE-1-SULFONIC ACID
4-AMINONAPHTHALENE-1-SULPHONIC ACID
ALPHA-NAPHTHYLAMINE-4-SULFONIC ACID
NAPHTHIONIC ACID
p-Aminonaphthalene sulfonic acid
PARIA'S ACID
PIRIA'S ACID
P-NAPHTHIONIC ACID
1,4-Naphthionic acid
1,4-naphthionicacid
1-Aminonaphthalene-4-sulfonic acid
1-aminonaphthalene-4-sulfonicacid
1-Naphthalenesulfonic acid, 4-amino-
1-Napthylamine-4-sulfonic acid | [EINECS(EC#)]
201-567-9 | [Molecular Formula]
C10H9NO3S | [MDL Number]
MFCD00004027 | [Molecular Weight]
223.25 | [MOL File]
84-86-6.mol |
| Chemical Properties | Back Directory | [Appearance]
slightly greyish to beige powder and granules | [Melting point ]
≥300 °C(lit.) | [Boiling point ]
220°C (rough estimate) | [density ]
1.67
| [refractive index ]
1.5250 (estimate) | [storage temp. ]
Store below +30°C. | [solubility ]
Sparingly soluble in dichloromethane. Soluble in aqueous base. | [form ]
powder to crystal | [pka]
pK1: 2.81 (25°C) | [color ]
White to Light yellow to Light red | [Water Solubility ]
309.9mg/L(20 ºC) | [Merck ]
14,6403 | [BRN ]
1971299 | [Uses]
Intermediate for azo dyes, e.g., Congo red. | [CAS DataBase Reference]
84-86-6(CAS DataBase Reference) | [NIST Chemistry Reference]
4-Amino-1-naphthalene sulfonic acid(84-86-6) | [EPA Substance Registry System]
84-86-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns.
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S25:Avoid contact with eyes . | [RIDADR ]
UN 2585 8/PG 3
| [WGK Germany ]
3
| [RTECS ]
QK1270000
| [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29214500 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Phenol-->Sodium sulfide-->1,2,4-Trichlorobenzene-->2-naphthylammonium chloride-->N-Acetyl-1-aminonaphthalene-->1-Naphthylamine-->5-Amino-1-naphthalenesulfonic acid | [Preparation Products]
Congo Red-->Acid Red 27-->Sunset Yellow FCF-->Acid Red 18-->1-Naphthol-4-sulfonic acid-->2,3-Dichloro-1,4-naphthoquinone-->C.I. 14720-->Direct Yellow 106-->Sodium 4-amino-1-naphthalenesulfonate-->DIRECT RED 26-->1-Naphthalenesulfonic acid, 4-amino-3-[2-(4-nitrophenyl)diazenyl]-, sodium salt (1:1)-->2,7-Naphthalenedisulfonic acid, 4-amino-5-[[(4-methylphenyl)sulfonyl]oxy]-3-[(4-sulfo-1-naphthalenyl)azo]-, trisodium salt-->BRILLIANT PURPURIN R-->trisodium 5-[[(2,3-dichloro-6-quinoxalinyl)carbonyl]amino]-4-hydroxy-3-[(2-sulphonatophenyl)azo]naphthalene-2,7-disulphonate-->Aluminum, 3-hydroxy-4-[(4-sulfo-1-naphthalenyl)azo]-2,7-naphthalenedisulfonic acid complex-->Congo Red |
| Hazard Information | Back Directory | [Chemical Properties]
slightly greyish to beige powder and granules | [Definition]
ChEBI: Naphthionic acid is an aminonaphthalenesulfonic acid. | [Production Methods]
Naphthionic acid was first prepared by PIRIA by heating 1-nitronaphthalene with ammonium sulfite; however, the formation of 1-aminonaphthalene-2,4-disulfonic acid and other byproducts makes this route unattractive for large-scale production. Although it can also be prepared by direct sulfonation of 1-naphthylamine, it is more conveniently produced by a solvent-bake process. 1-Naphthylamine is dissolved in o-dichlorobenzene and H2SO4 (molar ratio 1 : 1) added to form a suspension of the sulfate. After being heated gradually to 180℃, the reaction is completed by maintaining this temperature until all the water of reaction has been distilled off with solvent recycle. The product is extracted from the final mixture by addition to aqueous sodium carbonate solution. After separation, the aqueous layer is steam distilled to remove residual solvent, and the product is salted out, filtered, and washed with brine to give sodium naphthionate as a paste in 90 % yield. | [General Description]
4-Amino-1-naphthalenesulfonic acid is a diazo compound. It is also known as Piria′s acid. | [Purification Methods]
It crystallises from H2O as needles of the 0.5 hydrate. Salt solutions fluoresce strongly blue. The S-benzylisothiuronium salt has m 195o (from aqueous EtOH). [Beilstein 14 IV 2793.] |
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