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2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile

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Identification
Molecular formula
C13H14N4O2
CAS number
.1826-51-7
IUPAC name
2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile
State
State

At room temperature, this compound is a solid.

Melting point (Celsius)
271.00
Melting point (Kelvin)
544.15
Boiling point (Celsius)
375.00
Boiling point (Kelvin)
648.15
General information
Molecular weight
273.28g/mol
Molar mass
273.2800g/mol
Density
1.3580g/cm3
Appearence

The compound appears as a white to off-white solid. It belongs to the class of organic compounds known as hydantoins, which typically have a crystalline form.

Comment on solubility

Solubility of 2,4-Dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile

The solubility of 2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile is an interesting topic due to its complex molecular structure, which influences its interactions with solvents. In order to better understand its solubility characteristics, consider the following factors:

  • Molecular Structure: The presence of multiple carbonitrile groups (–C≡N) can enhance solubility in polar aprotic solvents, such as dimethyl sulfoxide (DMSO) or acetonitrile.
  • Polarity: The dual presence of carbonyl (C=O) and nitrile (–C≡N) functional groups creates a polar environment, likely resulting in partial solubility in polar solvents.
  • Hydrogen Bonding: The potential for hydrogen bonding, especially due to the carbonyl groups, may allow for some solubility in protic solvents, although the overall solubility may remain limited.
  • Temperature Dependency: As with many organic compounds, solubility may increase with temperature, facilitating dissolution in certain solvents.

In summary, while the solubility of 2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile is influenced by several factors, it generally exhibits limited solubility characteristics, particularly in non-polar solvents. Understanding these nuances is crucial for applications in various chemical processes.

Interesting facts

Interesting Facts About 2,4-Dioxo-3-Azaspiro[5.5]undecane-1,5-Dicarbonitrile

2,4-Dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile is a fascinating compound that showcases the intricate world of chemical structures and their potential applications. Here are some captivating insights into this compound:

  • Synthetic Versatility: The spirocyclic structure offers a unique scaffold for chemists, creating opportunities for developing novel pharmaceuticals and biologically active molecules.
  • Biological Relevance: Compounds like this one, which are rich in functional groups, can exhibit interesting biological properties, making them subjects of interest for medicinal chemists.
  • Reaction Pathways: The dicarbonitrile functionality may participate in important chemical reactions such as nucleophilic addition or cycloaddition, paving the way for further chemical transformations.
  • Applications: Potential applications span various fields, including materials science and drug discovery, particularly due to the presence of functional groups that can interact with biological targets.
  • Structure-Activity Relationship: Understanding how modifications to the structure influence biological activity is a key focus in medicinal chemistry, making this compound an interesting candidate for study.

As researchers continue to explore the complex interactions and functionalities of such compounds, 2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile stands as a testament to the depths of organic synthesis and the endless possibilities it holds for innovation in chemistry.

Synonyms
4355-15-1
2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile
MLS003389443
2,4-Dioxo-3-azaspiro(5.5)undecane-1,5-dicarbonitrile
EINECS 224-428-4
NSC 169442
BRN 0239873
3,5-Dicyano-4,4-spirocyclohexaneglutarimide
3-AZASPIRO(5.5)UNDECANE-1,5-DICARBONITRILE, 2,4-DIOXO-
2-22-00-00288 (Beilstein Handbook Reference)
SCHEMBL2733827
CHEMBL3183217
8,10-dioxo-9-azaspiro[5.5]undecane-7,11-dicarbonitrile
DTXSID80963043
NSC169442
-Dicyano-1,1-cyclohexanediacetamide"
AKOS022657775
NSC-169442
SMR002049096
NS00046463
NSC 169442; NSC 408757
2,4-DICYANO-3,3-PENTAMETHYLENEGLUTARIMIDE
1,5-dicyano-2,4-dioxo-3-azaspiro[5,5]-undecane
2-Hydroxy-4-oxo-3-azaspiro[5.5]undec-2-ene-1,5-dicarbonitrile