Skip to main content

1,1'-Binaphthyl-2,2'-diamine

ADVERTISEMENT
Identification
Molecular formula
C20H16N2
CAS number
207775-51-5
IUPAC name
1-(1-amino-2-naphthyl)naphthalen-2-amine
State
State

At room temperature, 1,1'-Binaphthyl-2,2'-diamine is a solid. It is typically used in enantioselective synthesis and as a chiral ligand in asymmetric catalysis.

Melting point (Celsius)
198.50
Melting point (Kelvin)
471.60
Boiling point (Celsius)
597.50
Boiling point (Kelvin)
870.70
General information
Molecular weight
280.36g/mol
Molar mass
280.3510g/mol
Density
1.2990g/cm3
Appearence

The compound appears as a solid with needle-like crystalline structures. Its color ranges from light yellow to brown, and it may appear as pale tan to brown powder depending on its purity and the conditions of crystallization.

Comment on solubility

Solubility of 1-(1-amino-2-naphthyl)naphthalen-2-amine

The compound 1-(1-amino-2-naphthyl)naphthalen-2-amine presents interesting solubility characteristics when evaluated in various solvents.

  • Solvents:
    • Water: Generally, compounds with significant aromatic systems tend to have limited solubility in water due to their hydrophobic nature. This is likely true for our compound, which possesses a complex aromatic structure.
    • Organic solvents: This compound is more likely to dissolve in organic solvents such as ethanol, methanol, or acetone, where non-polar interactions can enhance solubility.
  • Factors Affecting Solubility:
    • Temperature: Increasing temperature can often improve solubility for solid compounds.
    • pH: The solubility may also be influenced by the pH of the solution, especially since the compound contains an amino group that may ionize.

In summary, while 1-(1-amino-2-naphthyl)naphthalen-2-amine may show limited solubility in polar solvents like water, it is expected to exhibit greater solubility in organic solvents. Consequently, understanding the solubility profile is crucial for applications where this compound will be utilized.

Interesting facts

Interesting Facts about 1-(1-amino-2-naphthyl)naphthalen-2-amine

1-(1-amino-2-naphthyl)naphthalen-2-amine, often referred to in the scientific community for its unique structure, resides within the realm of aromatic amines. This compound showcases a fascinating interplay of naphthalene rings, which is significant in organic chemistry due to their electronic properties and reactivity.

Key Features:

  • Aromatic Stability: The presence of multiple aromatic rings gives this compound a heightened level of stability, making it resistant to various chemical reactions that would affect non-aromatic compounds.
  • Biological Activity: Compounds like 1-(1-amino-2-naphthyl)naphthalen-2-amine are often studied for their potential biological activities, including anti-cancer properties and other pharmacological effects.
  • Applications in Organic Synthesis: Its structure can serve as a precursor in synthesizing more complex organic molecules, making it a valuable building block in drug discovery and development.

Moreover, aromatic amines are known to exhibit distinct electronic and optical properties, which can be harnessed in various applications such as:

  • Dyes and Pigments: Their vibrant colors make them useful in dye manufacturing.
  • Fluorescent Materials: Some derivatives can be adjusted for fluorescence, which has implications in materials science.

In summary, 1-(1-amino-2-naphthyl)naphthalen-2-amine is not just another compound; its unique structure and properties pave the way for innovative applications in both chemistry and biology. As we continue to explore this compound, the potential for new discoveries remains vast, calling for further research and experimentation.

Synonyms
795-95-9
(1,2'-BINAPHTHALENE)-1,2'-DIAMINE
BRN 2812759
1:2'-Diamino-1':2-dinaphthyl
4-13-00-00490 (Beilstein Handbook Reference)
2-(2-AMINONAPHTHALEN-1-YL)NAPHTHALEN-1-AMINE
DTXSID10229720