8-Hydroxy-2-naphthylamine-3,6-disulfonic acid

8-Hydroxy-2-naphthylamine-3,6-disulfonic acid Structure
CAS No.
90-40-4
Chemical Name:
8-Hydroxy-2-naphthylamine-3,6-disulfonic acid
Synonyms
SULFO GAMMA ACID;VNWVMZDJPMCAKD-UHFFFAOYSA-N;2-Amino-8-naphthol-6-disulfonic acid;8-Hydroxy-2-naphthylamine-3,6-disulfonic acid;3-amino-5-hydroxynaphthalene-2,7-disulfonic acid;3-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid;3-amino-5-hydroxynaphthalene-2,7-disulphonic acid;2,7-Naphthalenedisulfonicacid, 3-aMino-5-hydroxy-;3-azanyl-5-hydroxy-naphthalene-2,7-disulfonic acid;(2R)-2-amino-3-[[(2R)-2-amino-2-carboxypropyl]trisulfanyl]-2-methylpropanoic acid
CBNumber:
CB6875787
Molecular Formula:
C10H9NO7S2
Molecular Weight:
319.31
MOL File:
90-40-4.mol
MSDS File:
SDS
Modify Date:
2023/11/7 17:14:14

8-Hydroxy-2-naphthylamine-3,6-disulfonic acid Properties

Boiling point 603.18℃[at 101 325 Pa]
Density 1.88[at 20℃]
vapor pressure 0Pa at 25℃
Water Solubility 35.36g/L at 25℃
LogP -2.334
EPA Substance Registry System 2,7-Naphthalenedisulfonic acid, 3-amino-5-hydroxy- (90-40-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P

8-Hydroxy-2-naphthylamine-3,6-disulfonic acid Chemical Properties,Uses,Production

Chemical Properties

2-Amino-8-hydroxynaphthalene-3,6-disulfonic acid [90-40-4]. (3-amino-5-hydroxy2,7-disulfonic acid), RR acid, 2 R acid, Columbia acid, C10H9NO7S2, Mr 319.3, and its alkali salts are readily soluble in water. Coupling with diazo compounds takes place under alkaline conditions in the position ortho to the hydroxyl group.

Uses

The RR acid is used as a coupling component in azo dyes, e.g., C.I. Food Black 2 and C.I. Direct Brown 151.

Production Methods

2-Aminonaphthalene-3,6,8-trisulfonic acid liquor is concentrated by evaporation and heated with sodium hydroxide liquor in an autoclave [7]. The temperature is raised to 195℃ over 10 h and held at 195℃ for another 8 – 10 h until completion of the reaction is determined by working up a test sample and obtaining a strength by alkaline coupling equal to the diazotization titer. After dilution, acidification, and stirring while hot until all sulfur dioxide is expelled, the product is filtered off as its monosodium salt at 55℃ and washed with brine. Most of the isomeric 2-amino-3-hydroxynaphthalene-6,8-disulfonic acid impurity is removed in the filtrate. Crude RR acid is obtained in 65 % yield and is suitable for certain outlets. Further purification is necessary for critical derived dyes, and this is achieved by dissolving in dilute alkali, filtering at 80℃, and reprecipitating by addition of sodium chloride and hydrochloric acid. Filtration at 55℃ gives 90 % recovery of product.

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8-Hydroxy-2-naphthylamine-3,6-disulfonic acid 3-amino-5-hydroxynaphthalene-2,7-disulphonic acid 3-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid 3-amino-5-hydroxynaphthalene-2,7-disulfonic acid 3-azanyl-5-hydroxy-naphthalene-2,7-disulfonic acid 2,7-Naphthalenedisulfonicacid, 3-aMino-5-hydroxy- 2-Amino-8-naphthol-6-disulfonic acid (2R)-2-amino-3-[[(2R)-2-amino-2-carboxypropyl]trisulfanyl]-2-methylpropanoic acid VNWVMZDJPMCAKD-UHFFFAOYSA-N SULFO GAMMA ACID 90-40-4 NH2HOC10H4SO3H2 Intermediates of Dyes and Pigments