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2-Chloro-3-(dimethylamino)-1,4-naphthoquinone

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Identification
Molecular formula
C12H10ClNO2
CAS number
2150-48-3
IUPAC name
2-chloro-3-(dimethylamino)naphthalene-1,4-dione
State
State

At room temperature, 2-Chloro-3-(dimethylamino)-1,4-naphthoquinone is typically found in a solid state, forming crystals of varying hues from yellow to orange.

Melting point (Celsius)
171.00
Melting point (Kelvin)
444.15
Boiling point (Celsius)
390.00
Boiling point (Kelvin)
663.15
General information
Molecular weight
249.66g/mol
Molar mass
249.7040g/mol
Density
1.3550g/cm3
Appearence

2-Chloro-3-(dimethylamino)-1,4-naphthoquinone is typically a crystalline solid with a distinct bright coloration depending on its form. It may appear as yellow or orange crystals when in pure solid form.

Comment on solubility

Solubility of 2-chloro-3-(dimethylamino)naphthalene-1,4-dione

2-chloro-3-(dimethylamino)naphthalene-1,4-dione is an intriguing compound with specific solubility characteristics. The solubility of this compound can be influenced by several factors, including:

  • Polarity: The presence of both the chloro group and the dimethylamino group affects the overall polarity of the molecule, which in turn influences its solubility in various solvents.
  • Solvent Types: Typically, this compound is expected to be more soluble in organic solvents, such as ethanol or dimethyl sulfoxide (DMSO), rather than in polar solvents such as water.
  • Temperature: Like many organic compounds, increasing temperature may enhance its solubility in a given solvent.

Research indicates that compounds with similar structures often exhibit varying degrees of solubility due to their functional groups. In conclusion, while 2-chloro-3-(dimethylamino)naphthalene-1,4-dione may show favorable solubility in specific organic solvents, it is less likely to dissolve in aqueous solutions, reflecting the general trends observed in naphthalene derivatives. This property is essential for applications in organic synthesis and pharmaceuticals.

Interesting facts

Interesting Facts about 2-Chloro-3-(dimethylamino)naphthalene-1,4-dione

2-Chloro-3-(dimethylamino)naphthalene-1,4-dione, commonly referred to in scientific literature for its unique structure and properties, belongs to the category of naphthoquinones. These compounds are characterized by the presence of a quinone group fused to a naphthalene ring, combining aromatic stability with reactivity.

Key Features:

  • Biological Activity: This compound has attracted attention in medicinal chemistry due to its potential as an anticancer agent. Its structure allows for interaction with cellular pathways that may inhibit tumor growth.
  • Synthesis: The synthetic routes to obtain this compound are of great interest, as variations in the synthesis can lead to different derivatives with altered activity and properties.
  • Intermolecular Interactions: The presence of both chloro and dimethylamino groups provides unique intermolecular interactions, making this compound a fascinating subject for studies on hydrogen bonding and electron-donating/drawing effects.

Moreover, this compound can serve as an important intermediate in the synthesis of various dyes and pigments, further highlighting its versatility in both industrial and laboratory settings.

Quote:

As noted by researchers, "the unique combination of functional groups in 2-chloro-3-(dimethylamino)naphthalene-1,4-dione opens pathways for innovative applications beyond traditional roles."

In summary, the exploration of 2-chloro-3-(dimethylamino)naphthalene-1,4-dione not only enhances our understanding of naphthoquinone chemistry but also paves the way for potential applications in pharmacology and materials science.

Synonyms
5350-26-5
2-Dimethylamino-3-chloro-1,4-naphthoquinone
2-chloro-3-(dimethylamino)naphthalene-1,4-dione
2-Chloro-3-(dimethylamino)-1,4-naphthoquinone
1,4-Naphthalenedione, 2-chloro-3-(dimethylamino)-
XED3NK8CXF
NSC-7
1,4-NAPHTHOQUINONE, 2-CHLORO-3-(DIMETHYLAMINO)-
2-chloro-3-(dimethylamino)-1,4-dihydronaphthalene-1,4-dione
NSC 7
NSC7
BRN 2727225
UNII-XED3NK8CXF
SCHEMBL2462086
DTXSID20201714
1, 2-chloro-3-(dimethylamino)-
ALBB-034208
STL356139
AKOS003233484
WLN: L66 BV EVJ CN1&1 DG
2-chloro-3-(dimethylamino)naphthoquinone
DB-228041
CS-0365192
AB00080142-01