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Naphthol AS-SG

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Identification
Molecular formula
C20H14O2S2
CAS number
135-64-8
IUPAC name
6-[(6-hydroxy-2-naphthyl)disulfanyl]naphthalen-2-ol
State
State

At room temperature, Naphthol AS-SG is in a solid state, characterized by its orange crystalline powder form.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.15
Boiling point (Celsius)
600.00
Boiling point (Kelvin)
873.15
General information
Molecular weight
360.48g/mol
Molar mass
360.4800g/mol
Density
1.4960g/cm3
Appearence

Naphthol AS-SG appears as an orange crystalline powder. It is often used in the manufacture of azo dyes and shows vibrant color properties suitable for dye applications.

Comment on solubility

Solubility of 6-[(6-hydroxy-2-naphthyl)disulfanyl]naphthalen-2-ol

The solubility of 6-[(6-hydroxy-2-naphthyl)disulfanyl]naphthalen-2-ol, a complex organic compound, is influenced by various factors, primarily its molecular structure and intermolecular interactions. Here are some key points to consider:

  • Polarity: The presence of hydroxyl (-OH) groups typically increases solubility in polar solvents, such as water. However, the extensive aromatic nature of the molecule may also lead to hydrophobicity, which can limit solubility.
  • Hydrogen Bonding: The hydroxyl group can engage in hydrogen bonding, enhancing solubility in certain alcohols or dimethyl sulfoxide (DMSO), but potentially reducing it in non-polar solvents.
  • Temperature Effects: Increased temperature may improve solubility due to enhanced molecular motion, allowing greater solvation of the compound in appropriate solvents.
  • Common Solvents: Solubility may be favorable in solvents like ethanol or methanol, while it could be poor in solvents like hexane or chloroform due to steric hindrance from bulky aromatic structures.

As with many chemical compounds, the specific conditions will play a significant role in determining solubility. Experimental data are essential to accurately assess the solubility behavior of 6-[(6-hydroxy-2-naphthyl)disulfanyl]naphthalen-2-ol in various media.

Interesting facts

Exploring 6-[(6-hydroxy-2-naphthyl)disulfanyl]naphthalen-2-ol

6-[(6-hydroxy-2-naphthyl)disulfanyl]naphthalen-2-ol is a fascinating compound that stands out due to its unique structure and potential applications. Here are some interesting facts about this intriguing chemical:

  • Structural Complexity: The molecule features two naphthalene rings bonded through a disulfide linkage, showcasing a remarkable level of structural sophistication. This bonding arrangement is significant as disulfide bridges are commonly found in biological systems, particularly proteins, contributing to their tertiary structure.
  • Biological Relevance: Compounds with disulfide linkages, such as this one, often play essential roles in biological processes. They can act as antioxidants and are involved in cellular redox reactions, making their study crucial for understanding cellular mechanisms.
  • Potential Therapeutic Applications: The presence of hydroxyl groups and the disulfide moiety hints at the possibility of this compound being investigated for pharmacological activities such as anti-cancer or antimicrobial effects, akin to other naphthalene-derived compounds.
  • Spectroscopic Features: The compound’s unique structure allows it to exhibit striking characteristics in spectroscopic analysis, making it a good candidate for studies employing techniques like NMR and UV-visible spectroscopy.
  • Research Interest: Scientists are increasingly interested in investigating how compounds like this might interact with biomolecules, potentially serving as leads for the development of new medicines or materials.

In conclusion, 6-[(6-hydroxy-2-naphthyl)disulfanyl]naphthalen-2-ol is not just a chemical entity but a window into potential scientific advancements. As research continues, this compound may uncover new frontiers in medicinal and industrial chemistry.

Synonyms
6088-51-3
6-Hydroxy-2-naphthyl disulfide
DDD (analytical)
Bis(6-hydroxy-2-naphthyl) disulfide
2,2'-Dihydroxy-6,6'-dinaphthyl disulfide
2-Naphthalenol, 6,6'-dithiobis-
6,6'-Dithiodi-2-naphthol
2-Naphthol, 6,6'-dithiodi-
6-Hydroxy-2-naphthyldisulfide
CCRIS 6047
2,2'-Dihydroxy-6,6'-naphthyl disulfide
EINECS 228-025-4
Y4YW3C2D2S
NSC 87629
6,6'-dithiobis(2-naphthol)
DTXSID7025429
AI3-61075
NSC-87629
DTXCID505429
DDD (ANALYTICAL) [MI]
DIHYDROXY-6,6'-DINAPHTHYLDISULFIDE, 2,2'-
DIHYDROXY-6,6'-DINAPHTHYLDISULPHIDE, 2,2'-
2-Naphthol, 6,6'-dithiodi-(8CI)
2,2'-Dihydroxy-6,6'-dinaphthyldisulfide
6,6'-Dithiobis-2-naphthalenol
6-[(6-hydroxynaphthalen-2-yl)disulfanyl]naphthalen-2-ol
6,6'-Disulfanediylbis(naphthalen-2-ol)
DDD (6-hydroxy-2-naphthyl disulfide)
6,6'-dithiodi(2-naphthol)
DDD (analytical); NSC 87629
bis(6-hydroxy-2-naphthyl)disulfide
NSC87629
6-[(6-hydroxy-2-naphthyl)disulfanyl]naphthalen-2-ol
2,2'-Dihydroxy-6,6'-dinaphthyldisulphide
PIR 3.5
2,2 inverted exclamation marka-Dihydroxy-6,6 inverted exclamation marka-dinaphthyl disulfide
CAS-6088-51-3
UNII-Y4YW3C2D2S
MFCD00004083
2,6'-naphthyl disulfide
2-Naphthol,6'-dithiodi-
2,6'-dinaphthyl disulfide
NCIOpen2_009428
SCHEMBL146470
2-Naphthalenol,6'-dithiobis-
CHEMBL1489064
AHXGXXJEEHFHDK-UHFFFAOYSA-
AHXGXXJEEHFHDK-UHFFFAOYSA-N
Tox21_200789
Tox21_303354
AKOS000267803
FD67127
NCGC00091570-01
NCGC00091570-02
NCGC00091570-03
NCGC00257271-01
NCGC00258343-01
AS-60213
6,6'-Dihydroxy-2,2'-dinaphthyl disulfide
DB-053731
HY-110085
CS-0032932
D0244
NS00034490
C16073
6-(6-hydroxynaphthalen-2-yl)disulfanylnaphthalen-2-ol
Q27294275
DDD;6-Hydroxy-2-naphthyl disulfide;6-[(6-Hydroxy-2-naphthyl)disulfanyl]naphthalen-2-ol;6-[(6-Hydroxy-2-naphthyl)disulfanyl]-2-naphth ol
InChI=1/C20H14O2S2/c21-17-5-1-15-11-19(7-3-13(15)9-17)23-24-20-8-4-14-10-18(22)6-2-16(14)12-20/h1-12,21-22H