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

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Identification
Molecular formula
C10H9NO4S
CAS number
118-03-6
IUPAC name
4-amino-3-hydroxy-naphthalene-1-sulfonic acid
State
State

At room temperature, 4-Amino-3-hydroxy-1-naphthalenesulfonic acid is a solid. It is typically found in powder form, which may contain small crystalline particles.

Melting point (Celsius)
310.00
Melting point (Kelvin)
583.15
Boiling point (Celsius)
327.00
Boiling point (Kelvin)
600.15
General information
Molecular weight
223.24g/mol
Molar mass
223.2300g/mol
Density
1.7070g/cm3
Appearence

This compound typically appears as an orange powder. It is commonly used as an intermediate in the synthesis of dyes and pigments. The compound can be reflective, with a crystalline structure that gives it a distinctive appearance under polarized light.

Comment on solubility

Solubility of 4-amino-3-hydroxy-naphthalene-1-sulfonic acid

4-amino-3-hydroxy-naphthalene-1-sulfonic acid, a sulfonated aromatic compound, exhibits notable solubility characteristics that are essential for its applications. When evaluating its solubility, consider the following key points:

  • Water Solubility: This compound is generally soluble in water due to the presence of the sulfonic acid group (-SO3H), which enhances its affinity for polar solvents.
  • Solvent Interactions: In addition to water, it may display varying solubility in alcohols or organic solvents, though this is often less favorable compared to polar solvents.
  • pH Dependency: The solubility can be affected by pH levels. At lower pH, the sulfonic group remains protonated, whereas at higher pH levels, it can deprotonate, altering its solubility profile.

As a rule of thumb, compounds with sulfonic acid functional groups are generally more soluble in water compared to their non-sulfonated counterparts. Therefore, the structural features of 4-amino-3-hydroxy-naphthalene-1-sulfonic acid greatly contribute to its solubility behavior, making it a versatile compound for various chemical applications.

Interesting facts

Interesting Facts about 4-Amino-3-Hydroxy-Naphthalene-1-Sulfonic Acid

4-Amino-3-hydroxy-naphthalene-1-sulfonic acid, often referred to as an important aromatic compound, boasts a wide range of applications in the field of chemistry and industry. Here are some fascinating insights about this versatile compound:

  • Dye Industry Applications: This compound plays a significant role as a dye intermediate. It is frequently used in the production of azo dyes, which are known for their vibrant colors and are widely utilized in textiles.
  • Analytical Chemistry: In analytical applications, it serves as a reagent for the detection and quantification of various substances, showcasing its utility in chemical analysis.
  • Biological Importance: The sulfonic acid group enhances its solubility in water, making this compound a subject of interest in biological studies, particularly regarding its interaction with biological molecules.
  • Synthetic Pathways: The synthesis of 4-amino-3-hydroxy-naphthalene-1-sulfonic acid is often achieved through complex multi-step reactions, involving nitration and sulfonation processes that highlight the reactivity of aromatic compounds.
  • Historical Significance: Its derivatives have been historically significant in the textile industry, marking a pivotal shift towards synthetic dyes in the late 19th century.

In summary, 4-amino-3-hydroxy-naphthalene-1-sulfonic acid is not just a compound of academic interest; it represents the intersection of chemistry, industry, and biological research, making it a crucial substance for various scientific and commercial applications.

Synonyms
116-63-2
1-Amino-2-naphthol-4-sulfonic acid
4-Amino-3-hydroxynaphthalene-1-sulfonic acid
4-Amino-3-hydroxy-1-naphthalenesulfonic acid
1-Amino-4-sulfo-2-naphthol
1-NAPHTHALENESULFONIC ACID, 4-AMINO-3-HYDROXY-
1,2,4-Acid
4-Amino-3-hydroxynaphthalenesulfonic acid
4-Amino-3-hydroxynaphthalene-1-sulphonic acid
2-Hydroxy-4-sulfo-1-naphthylamine
EINECS 204-147-3
MFCD00004019
NSC 25061
W46SK3P33G
AI3-03701
NSC-25061
DTXSID7059434
CHEBI:19024
1-AMINO-2-NAPHTHOL-4-SULFONIC ACID [MI]
AMINO-3-HYDROXYNAPHTHALENESULFONIC ACID, 4-
1,2,4-Aminonaphtholsulfonic acid
4-AMINO-3-HYDROXY-1-NAPHTHALENE SULFONIC ACID
UNII-W46SK3P33G
ANSK compound
Naphthalenesulfonic acid, 4-amino-3-hydroxy-
1Amino4sulfo2naphthol
1,2,4Acid
4-amino-3-hydroxy-naphthalene-1-sulfonic acid
2Hydroxy4sulfo1naphthylamine
SCHEMBL153735
CHEMBL2312198
DTXCID1033373
RXCMFQDTWCCLBL-UHFFFAOYSA-
NSC4986
NSC-4986
NSC25061
BBL007892
STK387126
4-NH2-3-OH-naphthalenesulfonic acid
4Amino3hydroxynaphthalenesulfonic acid
AKOS001483109
4Amino3hydroxy1naphthalenesulfonic acid
CS-W014146
FA52648
FS-4299
HY-W013430
4Amino3hydroxynaphthalene1sulphonic acid
1Naphthalenesulfonic acid, 4amino3hydroxy
AC-11577
SY001900
DB-041331
DB-099756
4-amino-3-hydroxy-1-napthalenesulfonic acid
A0367
NS00021538
1-Naphthalenesulfonic acid,4-amino-3-hydroxy-
D77764
EN300-179895
4-Amino-3-hydroxy-1-naphthalenesulfonic acid, ACS
Q26840754
4-Amino-3-hydroxy-1-naphthalenesulfonic acid, p.a., 95.0%
4-Amino-3-hydroxy-1-naphthalenesulfonic acid, ACS reagent, >=90%
4-Amino-3-hydroxy-1-naphthalenesulfonic acid, JIS special grade, >=97.0%
2-Hydroxy-4-sulfo-1-naphthylamine;4-Amino-3-hydroxy-1-naphthalenesulfonic acid
4-Amino-3-hydroxy-1-naphthalenesulfonic acid, for spectrophotometric det. of Si, >=95.0%
223383-77-5
InChI=1/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)