4-Amino-3-hydroxy-1-naphthalenesulfonic acid

Basic Information

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CAS Number

116-63-2

Molecular Formula

C10H9NO4S

Molecular Weight

239.25 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Physical State

Powder

Melting Point

290 °C (dec.)

Boiling Point

466°C

Refractive Index

1.6500 (estimate)

SMILES

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C1=CC=C2C(=C1)C(=CC(=C2N)O)S(=O)(=O)O

InChI

InChI=1S/C10H9NO4S/c11-10-7-4-2-1-3-6(7)9(5-8(10)12)16(13,14)15/h1-5,12H,11H2,(H,13,14,15)

InChIKey

RXCMFQDTWCCLBL-UHFFFAOYSA-N

LogP

1.3743

Topological Polar Surface Area

100.62 Å²

Hydrogen Bond Donor/Acceptor

4 / 5

Complexity

350

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Stability

Stable. Incompatible with strong bases, acid chlorides, acid anhydrides, strong oxidizing agents.

Sensitiveness

光 sensitive

Synonyms & References

English

D77764
116-63-2
4-AMINO-3-HYDROXY-1-NAPHTHALENE SULFONIC ACID
RXCMFQDTWCCLBL-UHFFFAOYSA-N
NSC-25061
CHEBI:19024
UNII-W46SK3P33G
4-NH2-3-OH-naphthalenesulfonic acid
4-Amino-3-hydroxy-1-naphthalenesulfonic acid, p.a., 95.0%
2-Naphthol-4-sulfonic acid, 1-amino-
AC-11577
1-Amino-4-sulfo-2-naphthol
NSC-4986
NS00021538
MFCD00004019
4-Amino-3-hydroxy-1-naphthalenesulfonic acid, ACS reagent, >=90%
A0367
4-Amino-3-hydroxynaphthalene-1-sulphonic acid
W-108579
4-Amino-3-hydroxy-1-naphthalenesulfonic acid, JIS special grade, >=97.0%
4-Amino-3-hydroxy-1-naphthalenesulfonic acid
RXCMFQDTWCCLBL-UHFFFAOYSA-
AMINO-3-HYDROXYNAPHTHALENESULFONIC ACID, 4-
AI3-03701
1-AMINO-2-NAPHTHOL-4-SULFONIC ACID [MI]
1-NAPHTHALENESULFONIC ACID, 4-AMINO-3-HYDROXY-
Naphthalenesulfonic acid, 4-amino-3-hydroxy-
CHEMBL2312198
4-Amino-3-hydroxy-1-naphthalenesulfonic acid, for spectrophotometric det. of Si, >=95.0%
FS-4299
EINECS 204-147-3

MDL Number

MFCD00004019

Customs Code

29222100

FAQ

What are the physical and chemical properties of 4-Amino-3-hydroxy-1-naphthalenesulfonic acid (CAS: 116-63-2)?

4-Amino-3-hydroxy-1-naphthalenesulfonic acid is a crystalline solid with a molecular weight of approximately 257.2 g/mol. It has a solubility of about 0.42 g/100 mL in water at 25°C. The compound exhibits basic reactivity due to the amino group and acidic reactivity due to the sulfonic acid group. It is slightly reactive in aqueous solutions and is stable under normal conditions, but care must be taken to avoid prolonged exposure to strong bases or oxidizing agents.

How is 4-Amino-3-hydroxy-1-naphthalenesulfonic acid (CAS: 116-63-2) typically synthesized?

4-Amino-3-hydroxy-1-naphthalenesulfonic acid is typically synthesized through a multi-step process involving the sulfonation of naphthalene, followed by nitration and reduction steps. The nitration introduces the sulfonic acid group and the amino group is introduced via reduction of the nitro group. Commonly used catalysts include sulfuric acid, and the process requires careful temperature and pH control to achieve high selectivity and yield.

What industries use 4-Amino-3-hydroxy-1-naphthalenesulfonic acid (CAS: 116-63-2)?

4-Amino-3-hydroxy-1-naphthalenesulfonic acid is used in a variety of industries, particularly in the pharmaceutical sector for the synthesis of dyes and organic pigments. It is also employed in the polymer industry as a precursor for functionalized polymers and in the electronics industry for sensor applications and semiconductor manufacturing. Additionally, it has applications in environmental monitoring as a dye and in the development of new materials.

What precautions should be taken when handling 4-Amino-3-hydroxy-1-naphthalenesulfonic acid (CAS: 116-63-2)?

When handling 4-Amino-3-hydroxy-1-naphthalenesulfonic acid, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to prevent inhalation of fumes. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions. The material is not highly toxic, but care should be taken to avoid skin contact and inhalation of dust or fumes.