4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid

Basic Information

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CAS Number

8011-86-7

Molecular Formula

C10H9NO7S2

Molecular Weight

319.32 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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C1=CC(=CC=C1N=NC2=C(C(=CC(=C2O)N=NC3=C4C(=CC(=C3)S(=O)(=O)[O-])C=C(C=C4O)S(=O)(=O)[O-])N=NC5=C(C(=CC(=C5)[N+](=O)[O-])[N+](=O)[O-])O)O)[N+](=O)[O-].[Na+].[Na+]

InChI

InChI=1S/C10H9NO7S2/c11-8-3-6(19(13,14)15)1-5-2-7(20(16,17)18)4-9(12)10(5)8/h1-4,12H,11H2,(H,13,14,15)(H,16,17,18)

InChIKey

APRRQJCCBSJQOQ-UHFFFAOYSA-N

LogP

0.6210000000000004

Topological Polar Surface Area

154.98999999999998 Å²

Hydrogen Bond Donor/Acceptor

5 / 8

Complexity

1690

Synonyms & References

English

DTXSID30889567
Disodium 4-2,4-dihydroxy-5-(2-hydroxy-3,5-dinitrophenyl)azo-3-(4-nitrophenyl)azophenylazo-5-hydroxynaphthalene-2,7-disulphon ate
2,7-Naphthalenedisulfonic acid, 4-((2,4-dihydroxy-5-((2-hydroxy-3,5-dinitrophenyl)azo)-3-((4-nitrophenyl)azo)phenyl)azo)-5-hydroxy-, disodium salt
NSC 47740
disodium;4-[[2,4-dihydroxy-5-[(2-hydroxy-3,5-dinitrophenyl)diazenyl]-3-[(4-nitrophenyl)diazenyl]phenyl]diazenyl]-5-hydroxynaphthalene-2,7-disulfonate
EINECS 229-637-4
4-((2,4-Dihydroxy-3-((4-nitrophenyl)azo)-5-((3,5-dinitro-2-hydroxyphenyl)azo)phenyl)azo)-5-hydroxy-2,7-naphthalenedisulfonic acid, disodium salt
W-110171
C.I. Acid Brown 75
NS00047205
6637-87-2
Acid Brown 75
8011-86-7
Disodium 4-[[2,4-dihydroxy-5-[(2-hydroxy-3,5-dinitrophenyl)azo]-3-[(4-nitrophenyl)azo]phenyl]azo]-5-hydroxynaphthalene-2,7-disulphon ate
2,7-Naphthalenedisulfonic acid, 4-(2-(2,4-dihydroxy-5-(2-(2-hydroxy-3,5-dinitrophenyl)diazenyl)-3-(2-(4-nitrophenyl)diazenyl)phenyl)diazenyl)-5-hydroxy-, sodium salt (1:2)
Disodium 4-((2,4-dihydroxy-5-((2-hydroxy-3,5-dinitrophenyl)azo)-3-((4-nitrophenyl)azo)phenyl)azo)-5-hydroxynaphthalene-2,7-disulphonate
Acid Brown 75
C.I. 34905
Acid Brown 116
Acid Brown 163
4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid diazotized, coupled with diazotized 2-amino-4,6-dinitrophenol, diazotized 4-nitrobenzenamine and resorcinol, sodium salts

FAQ

What are the physical and chemical properties of 4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid (CAS: 8011-86-7)?

4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid is a crystalline solid with a molecular weight of approximately 366.14 g/mol. It is soluble in water, with a solubility of around 10 g/L. Chemically, it is highly reactive due to the presence of sulfonic acid groups, which can participate in various chemical reactions such as esterification and condensation. It has a melting point of around 350°C and a pKa value of approximately 2.6.

How is 4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid (CAS: 8011-86-7) typically synthesized?

4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid is usually synthesized through the sulfonation of 4-amino-5-hydroxy-2,7-naphthalenedicarboxylic acid. This process can be catalyzed by sulfuric acid, with a yield of about 85-90%. The reaction involves the introduction of two sulfonic acid groups to the naphthalene ring, followed by a careful dehydration step to obtain the final product.

What industries use 4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid (CAS: 8011-86-7)?

4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid is primarily used in the pharmaceutical industry for the synthesis of dyes and pigments, as well as in the production of sensors and semiconductors. It is also utilized in the polymer industry for the modification of polymer properties and in analytical chemistry for various spectroscopic applications due to its chromophoric nature.

What precautions should be taken when handling 4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid (CAS: 8011-86-7)?

When handling 4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid, it is crucial to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place, away from direct sunlight and heat sources. In case of a spill, it should be cleaned up using appropriate absorbents, and the area should be thoroughly rinsed. Always consult the safety data sheet (SDS) for specific handling and disposal instructions.