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Isonicotinoyl azide

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Identification
Molecular formula
C6H4N4O
CAS number
40563-24-6
IUPAC name
pyridine-3-carbonyl azide
State
State

At room temperature, isonicotinoyl azide is a liquid. Due to its azide functional group, it should be stored in a controlled environment to prevent accidental detonation or decomposition.

Melting point (Celsius)
-12.00
Melting point (Kelvin)
261.15
Boiling point (Celsius)
88.00
Boiling point (Kelvin)
361.15
General information
Molecular weight
137.11g/mol
Molar mass
137.1130g/mol
Density
1.2290g/cm3
Appearence

Isonicotinoyl azide is a colorless or pale yellow liquid. It is typically transparent and has a pungent odor. The compound appears as a clear liquid under mild conditions and must be handled with care due to its reactive nature.

Comment on solubility

Solubility of Pyridine-3-carbonyl Azide

Pyridine-3-carbonyl azide, with the chemical formula C6H4N4O, exhibits intriguing solubility characteristics. This compound is generally noted for its solubility in organic solvents, making it an interesting subject for various chemical reactions and applications. Here are some key insights regarding its solubility:

  • Solvent Compatibility: Pyridine-3-carbonyl azide is soluble in polar organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO).
  • Hydrophilicity: Given its azide functional group, it possesses significant polar character; however, it does not readily dissolve in water, which is typical for many azide compounds.
  • Temperature Effects: The solubility may vary with temperature, often increasing at elevated temperatures, which can be critical for synthetic applications.

In summary, while pyridine-3-carbonyl azide demonstrates good solubility in various organic solvents, its solubility in water is limited. This information is crucial for chemists when designing experiments and selecting suitable solvents for reactions involving this compound.

Interesting facts

Interesting Facts about Pyridine-3-carbonyl Azide

Pyridine-3-carbonyl azide is a fascinating compound, notable for its unique structure and reactivity. This compound features a pyridine ring, which is a six-membered aromatic ring containing nitrogen, combined with an azido group (–N₃) at one end. Here are some intriguing points about pyridine-3-carbonyl azide:

  • Versatile Reagent: Pyridine-3-carbonyl azide serves as a versatile building block in organic synthesis. It readily participates in various reactions, making it valuable in the creation of complex organic molecules.
  • Applications in Medicinal Chemistry: The compound has potential applications in medicinal chemistry, particularly in the development of new pharmaceuticals. Its nitrogen-rich fragments can lead to compounds with interesting biological activities.
  • Click Chemistry: Pyridine-3-carbonyl azide can be employed in click chemistry reactions, especially in the formation of triazoles via the Huisgen reaction. These triazoles have applications in drug development and material science.
  • Safety Considerations: The azide group present in this compound can be highly sensitive and potentially explosive under certain conditions. Proper safety protocols must be followed when handling and storing this compound.
  • Research Significance: Pyridine derivatives, in general, are significant in various fields of research, from agrochemicals to dye synthesis. The ability to modify the pyridine structure opens up numerous avenues for exploration in synthetic chemistry.

In summary, pyridine-3-carbonyl azide is not just a chemical compound; it represents an entire avenue of potential in organic synthesis and medicinal chemistry. The combination of aromaticity and azide functionality allows chemists to explore creative pathways in their research, paving the way for advancements in multiple scientific fields.

Synonyms
NICOTINOYL AZIDE
Nicotinic acid azide
3-Pyridinecarbonyl azide
DTXSID10193159
3-Pyridinecarbonyl azide (9CI)
DTXCID70115650
891-158-7
4013-72-3
pyridine-3-carbonyl azide
NICOTINOYLAZIDE
azido(pyridin-3-yl)methanone
nicotinic azide
Nicotinoyl azide, AldrichCPR
SCHEMBL13605887
ZNSIOEUWGZNHAQ-UHFFFAOYSA-N
AKOS000278854
AKOS009454614
HY-W192446
FN148991
TS-08385
DB-351032
CS-0252452
EN300-60368
H20520