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117-55-5

117-55-5 Structure

117-55-5 Structure
IdentificationBack Directory
[Name]

4-aminonaphthalene-1,5-disulphonic acid
[CAS]

117-55-5
[Synonyms]

Amino-S acid
4-Amino-1,5-naphthalenedisulfonic acid
8-Amino-1,5-naphthalenedisulfonic acid
4-aminonaphthalene-1,5-disulphonic acid
1,5-Naphthalenedisulfonic acid, 4-amino-
[EINECS(EC#)]

204-196-0
[Molecular Formula]

C10H9NO6S2
[MDL Number]

MFCD00065325
[MOL File]

117-55-5.mol
[Molecular Weight]

303.31
Chemical PropertiesBack Directory
[Boiling point ]

205.8°C (rough estimate)
[density ]

1.6329 (rough estimate)
[refractive index ]

1.7330 (estimate)
Hazard InformationBack Directory
[Chemical Properties]

1-Aminonaphthalene-4,8-disulfonic acid [117-55-5]. (4-aminonaphthalene-1,5- disulfonic acid), C10H9NO6S2, Mr 303.3, and its acid monosodium salt are sparingly soluble in cold water, but the disodium salt is readily soluble. Hydrolysis with sodium hydroxide at 200 ℃ yields 1-amino-8-hydroxynaphthalene-4-sulfonic acid; at higher temperature, 1,8-dihydroxynaphthalene-4-sulfonic acid is formed. Heating with bisulfite produces 1-hydroxynaphthalene4,8-disulfonic acid. Diazo compounds couple with 1-aminonaphthalene-4,8-disulfonic acid to form azo compounds, in contrast to 2-aminonaphthalene-4,8-disulfonic acid, which reacts to form diazoamino compounds.
[Production Methods]

Naphthalene is sulfonated under conditions that give predominantly the 1,5- disulfonic acid, and the sulfonation mass is nitrated at 20 ℃. 3-Nitronaphthalene-1,5-disulfonic acid is precipitated from the quenched reaction mixture as its iron(II) salt and removed. After dilution and liming out, the remainder of the mixed nitro solution is reduced with iron and dilute acid, and the 1,4,8-isomer is salted out preferentially in ca. 40 % yield. A small proportion (ca. 10 % of 1-aminonaphthalene-3,8-disulfonic acid) is then salted out, after which the more soluble 1-aminonaphthalene-5,7-disulfonic acid crystallizes on concentration.
[Safety Profile]

When heated to decomposition itemits toxic fumes of SOx and NOx.
Safety DataBack Directory
[Toxicity]

LD50 orl-rat: 56 g/kg GISAAA 45(3),73,80
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