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2-Chloroisoindoline-1,3-dione

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Identification
Molecular formula
C8H4ClNO2
CAS number
5538-51-2
IUPAC name
2-chloroisoindoline-1,3-dione
State
State

At room temperature, 2-Chloroisoindoline-1,3-dione exists as a solid. It is stable under normal conditions but should be handled with care to avoid dust formation and inhalation.

Melting point (Celsius)
238.00
Melting point (Kelvin)
511.20
Boiling point (Celsius)
341.70
Boiling point (Kelvin)
614.90
General information
Molecular weight
183.57g/mol
Molar mass
183.5510g/mol
Density
1.5930g/cm3
Appearence

2-Chloroisoindoline-1,3-dione typically appears as a solid compound. The color can range from white to off-white, and it is usually crystalline in nature. It may show some yellow tinge depending on the purity and is often presented in the form of a fine powder or crystalline solid.

Comment on solubility

Solubility of 2-chloroisoindoline-1,3-dione

2-chloroisoindoline-1,3-dione demonstrates a noteworthy solubility profile that is influenced by several factors. Primarily, it is a relatively polar compound, which enhances its solubility in polar solvents. Here are the key points regarding its solubility:

  • Water Solubility: The solubility of 2-chloroisoindoline-1,3-dione in water is typically low due to its aromatic structure and the presence of chlorine, which can hinder hydrogen bonding.
  • Organic Solvents: This compound is more soluble in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), making it easier to handle in various chemical reactions.
  • Solvent Polarity: The polarity of the solvent plays a crucial role; as solvent polarity increases, so does the solubility of the compound.

It's important to note that solubility can also be affected by factors such as temperature and pH. As temperature rises, solubility in many liquids generally increases, which might allow for improved dissolution of 2-chloroisoindoline-1,3-dione in certain scenarios.

In summary, while 2-chloroisoindoline-1,3-dione may not be highly soluble in water, its compatibility with polar organic solvents makes it applicable for various chemical applications and reactions. Understanding these solubility characteristics can enhance the compound's utility in scientific research.

Interesting facts

Interesting Facts about 2-Chloroisoindoline-1,3-dione

2-Chloroisoindoline-1,3-dione is a fascinating compound that has garnered attention in both synthetic organic chemistry and pharmaceutical research due to its diverse applications and intriguing chemical properties. Here are some interesting aspects of this compound:

  • Diverse Applications: This compound serves as a precursor in synthetic pathways leading to various pharmaceuticals and agrochemicals, showcasing its utility in multiple fields of chemistry.
  • Structural Insights: The isoindoline structure provides a stable framework that can be functionalized, allowing chemists to design derivatives with tailored properties for specific applications.
  • Reactivity: 2-Chloroisoindoline-1,3-dione exhibits interesting reactivity patterns that can be exploited in cycloaddition reactions and as an electrophile in nucleophilic substitution reactions.
  • Biological Importance: There are ongoing studies into its biological activity, with glycine derivatives and other functionalized isoindoline compounds revealing potential therapeutic effects against various diseases.
  • Research Potential: The compound's unique electronic properties make it an ideal candidate for research in materials science, particularly in developing organic semiconductors and photonic devices.

As we delve into the world of 2-chloroisoindoline-1,3-dione, it is clear that its multifaceted nature opens up exciting avenues for exploration. This compound not only highlights the art of organic synthesis but also embodies the convergence of chemistry with applied science, demonstrating that even a seemingly simple molecule can have profound implications.

Synonyms
N-CHLOROPHTHALIMIDE
3481-09-2
DTXSID90188346
EINECS 222-459-8
NSC 76078
DTXCID20110837
222-459-8
2-Chloroisoindoline-1,3-dione
1H-Isoindole-1,3(2H)-dione, 2-chloro-
2-chloroisoindole-1,3-dione
Phthalimide, N-chloro-
NSC-76078
Chlorophtalimide
n-chlorphthalimid
NSC76078
Phthalimide chloride
MFCD00023027
N-Chlorophthalimide, 96%
QE46AJ59DY
SCHEMBL135882
1H-Isoindole-1, 2-chloro-
2-chloranylisoindole-1,3-dione
AKOS015850805
CS-W016001
AC-12706
NS00029733
F11234
A822417