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Nicotine nitrosamine ketone (NNK)

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Identification
Molecular formula
C10H13N3O
CAS number
64091-91-4
IUPAC name
3-(1-nitrosopyrrolidin-2-yl)pyridine
State
State

At room temperature, Nicotine nitrosamine ketone (NNK) is in a liquid state. It is known for being a volatile and caustic compound, contributing to its distinct characteristics. NNK is particularly known in scientific contexts for its role as a tobacco-specific nitrosamine, hence its relevance in studies related to carcinogens and tobacco smoke.

Melting point (Celsius)
-60.00
Melting point (Kelvin)
213.15
Boiling point (Celsius)
85.00
Boiling point (Kelvin)
358.15
General information
Molecular weight
177.23g/mol
Molar mass
177.2010g/mol
Density
1.0540g/cm3
Appearence

Nicotine nitrosamine ketone (NNK) is typically found as a colorless to pale-yellow liquid. This compound is known to be in its liquid form at room temperature, making it relatively unremarkable visually in terms of color and texture when compared to other more vibrant compounds.

Comment on solubility

Solubility of 3-(1-nitrosopyrrolidin-2-yl)pyridine

The solubility of 3-(1-nitrosopyrrolidin-2-yl)pyridine in various solvents can exhibit intriguing characteristics. Understanding the solubility dynamics of this compound is crucial for its applications in various chemical processes. Here are some notable points:

  • Polar solvents: This compound tends to show better solubility in polar solvents such as water and methanol, largely due to its ability to form hydrogen bonds.
  • Nonpolar solvents: Conversely, it exhibits lower solubility in nonpolar solvents like hexane, as hydrophobic interactions dominate in such environments.
  • Temperature dependency: As with many compounds, the solubility can increase with temperature, promoting dissolution in solid forms.
  • pH effects: The solubility may also be influenced by changes in pH, which can alter the protonation states and thereby affect the overall solubility profile.

In summary, the solubility of 3-(1-nitrosopyrrolidin-2-yl)pyridine is multifaceted and can be significantly influenced by the choice of solvent and environmental conditions. Therefore, it is essential to consider these factors when conducting experiments involving this compound for optimal results.

Interesting facts

Interesting Facts about 3-(1-nitrosopyrrolidin-2-yl)pyridine

3-(1-nitrosopyrrolidin-2-yl)pyridine is a unique compound that stands out due to its intriguing structural properties and potential applications in various fields. Below are some key points that highlight its significance:

  • Synthetic Utility: This compound serves as an important intermediate in the synthesis of more complex organic molecules, particularly in medicinal chemistry and drug development.
  • Biological Activity: Compounds incorporating a pyridine nucleus are often explored for their biological activity, making 3-(1-nitrosopyrrolidin-2-yl)pyridine a potentially valuable target for pharmacological research.
  • Chemotherapy Research: The nitrosopyrrolidine group may contribute to antitumor activity, as studies suggest that similar compounds can exhibit potency against various cancer cell lines.
  • Structural Features: The presence of both a nitroso and pyridine group introduces interesting chemical behavior, such as the ability to engage in complex redox reactions, which could be harnessed in catalysis and sensing applications.

The fascinating world of organic compounds like 3-(1-nitrosopyrrolidin-2-yl)pyridine continues to inspire chemists. As attendees at a recent symposium on organonitro compounds remarked, "Every compound tells a story of potential." Thus, researchers are driven to uncover the full array of mechanisms and applications that these compounds may offer.

Future studies focusing on this compound could reveal even more about its properties and applications, making it not only a point of interest in synthetic organic chemistry, but also in fields ranging from pharmacology to materials science.

Synonyms
3-(1-nitrosopyrrolidin-2-yl)pyridine
3-(1-Nitroso-2-pyrrolidinyl)pyridine
DTXSID60860182
DTXCID60209118
635-203-9
NOCAS_860182
80508-23-2
rac N'-Nitrosonornicotine
rac-N'-Nitroso Nornicotine
CHEBI:80502
53759-22-1
NNN
Pyridine, 3-(1-nitroso-2-pyrrolidinyl)-
rac-N'-Nitroso Nornicotine (1.0 mg/mL in Acetonitrile)
84237-38-7
Nitrosonornikotin
Nornicotine, N-nitroso
N(2)-Nitrosonornicotine
N inverted exclamation marka-Nitrosonornicotine
CHEMBL434108
orb1693513
SCHEMBL12894032
SCHEMBL29429735
MSK4935
XKABJYQDMJTNGQ-UHFFFAOYSA-N
FDA50823
AKOS006282074
NCGC00163363-01
N'-Nitrosonornicotine, analytical standard
NS00115920
G78178
EN300-5190682
rac-N'-Nitroso Nornicotine (1.0 mg/mL in Methanol)