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2-Anilino-3-chloro-1,4-naphthoquinone

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Identification
Molecular formula
C16H10ClNO2
CAS number
27990-15-8
IUPAC name
2-anilino-3-chloro-naphthalene-1,4-dione
State
State

At room temperature, 2-Anilino-3-chloro-1,4-naphthoquinone is in a solid state.

Melting point (Celsius)
161.00
Melting point (Kelvin)
434.15
Boiling point (Celsius)
407.10
Boiling point (Kelvin)
680.25
General information
Molecular weight
295.71g/mol
Molar mass
295.7250g/mol
Density
1.4865g/cm3
Appearence

2-Anilino-3-chloro-1,4-naphthoquinone appears as a crystalline solid that is often yellow or orange-yellow in color.

Comment on solubility

Solubility of 2-anilino-3-chloro-naphthalene-1,4-dione

The solubility of 2-anilino-3-chloro-naphthalene-1,4-dione, also known as ACN, can be attributed to its unique molecular structure and the presence of functional groups. Understanding its solubility characteristics is crucial for various applications in chemistry. Here are some important points to consider:

  • Solvent Compatibility: ACN is generally soluble in organic solvents such as chloroform, acetone, and ethanol, but exhibits limited solubility in water. This solubility behavior is typical for many organic compounds that contain aromatic groups.
  • Temperature Influence: The solubility can vary with temperature; typically, increased temperature enhances solubility for many organic compounds, so dissolution tests at elevated temperatures may be beneficial.
  • Functional Group Impact: The presence of the aniline moiety allows for some level of hydrogen bonding with polar solvents, which may explain its solubility in certain organic solvents despite its relatively low water solubility.
  • pH Dependence: The solubility may be affected by the pH of the solvent, especially if the compound can ionize under specific conditions. Acidic or basic environments may enhance solubility through protonation or deprotonation of functional groups.

To sum up, the solubility of 2-anilino-3-chloro-naphthalene-1,4-dione is a balance of its organic nature and the interactions of its functional groups. For practical applications, always refer to specific solvent compatibility and temperature factors when working with this compound.

Interesting facts

Interesting Facts about 2-anilino-3-chloro-naphthalene-1,4-dione

2-anilino-3-chloro-naphthalene-1,4-dione, often referred to in scientific literature for its intriguing structural properties, is a compound that presents a unique blend of characteristics. This organic compound is part of the larger family of naphthoquinones, which are significant due to their various applications in different fields. Here are some fascinating points about this compound:

  • Applications in Organic Synthesis: This compound serves as an important intermediate in organic synthesis. Its structure allows for various chemical transformations, making it a valuable building block in the preparation of complex molecules.
  • Biological Activity: Compounds like 2-anilino-3-chloro-naphthalene-1,4-dione are studied for their potential biological activity, including antibacterial and antimalarial properties. Research has shown that such naphthoquinones may exhibit promise in pharmaceutical applications.
  • Fluorescent Properties: Due to its unique conjugated structure, this compound may exhibit interesting fluorescence characteristics, which could be useful in developing fluorescent probes for biological imaging.
  • Environmental Concerns: As with many organic compounds, it is essential to study its environmental impact. Understanding the degradation and fate of this compound in various ecosystems is critical for assessing potential risks associated with its use.
  • Structure-Activity Relationships: Exploring how variations in the molecular structure affect biological activity and properties is a key area of research that could lead to the development of more effective derivatives.

In summary, 2-anilino-3-chloro-naphthalene-1,4-dione stands out as a compound of significant interest due to its multifaceted applications, potential benefits in medicine, and the intriguing challenges it poses in environmental chemistry. As research continues, scientists remain hopeful about unlocking its full potential, which may lead to groundbreaking discoveries in various chemical and biological fields.

Synonyms
1090-16-0
2-Anilino-3-chloro-1,4-naphthoquinone
2-chloro-3-(phenylamino)naphthalene-1,4-dione
2-anilino-3-chloronaphthalene-1,4-dione
2-chloro-3-(phenylamino)-1,4-dihydronaphthalene-1,4-dione
3-Anilino-2-chloro-1,4-naphthoquinone
1,4-NAPHTHOQUINONE, 2-ANILINO-3-CHLORO-
2-Chloro-3-(phenylamino)-1,4-naphthoquinone
MLS000588884
SMR000212533
2-Chloro-3-phenylamino-[1,4]naphthoquinone
NSC 4285
BRN 1981676
NSC4285
1,4-Naphthalenedione,2-chloro-3-(phenylamino)-
4-14-00-00405 (Beilstein Handbook Reference)
cid_14161
CHEMBL155563
SCHEMBL6506683
BDBM68019
CIWCIDRTACZSAZ-UHFFFAOYSA-
DTXSID40148793
CIWCIDRTACZSAZ-UHFFFAOYSA-N
HMS2524F03
2-Anilino-3-chloronaphthoquinone #
NSC-4285
MFCD00010250
STK862428
AKOS001618279
SB82414
2-Anilino-2-Chloro-1,4-naphthoquinone
NCGC00246324-01
2-anilino-3-chloro-naphthalene-1,4-dione
DB-228566
CS-0329677
2-chloranyl-3-phenylazanyl-naphthalene-1,4-dione
11T-0643
7-chloro-5,8-dioxo-6-(phenylamino)naphthalen-1-yl
InChI=1/C16H10ClNO2/c17-13-14(18-10-6-2-1-3-7-10)16(20)12-9-5-4-8-11(12)15(13)19/h1-9,18H