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Pyrrolopyridine

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Identification
Molecular formula
C7H6N2
CAS number
16861-40-6
IUPAC name
1H-pyrrolo[2,3-b]pyridine
State
State

At room temperature, pyrrolopyridine is typically a solid. Its crystalline form can be further characterized based on its color and physical properties, but it generally exists in a stable solid form under standard conditions.

Melting point (Celsius)
124.00
Melting point (Kelvin)
397.00
Boiling point (Celsius)
282.00
Boiling point (Kelvin)
555.00
General information
Molecular weight
104.14g/mol
Molar mass
104.1260g/mol
Density
1.1600g/cm3
Appearence

Pyrrolopyridine is typically found as a light yellow to brown solid, depending on its purity and specific conditions. Its appearance can vary based on impurities and processing methods.

Comment on solubility

Solubility of 1H-pyrrolo[2,3-b]pyridine

1H-pyrrolo[2,3-b]pyridine, a nitrogen-containing heterocycle, showcases interesting solubility characteristics that can be influenced by various factors.

Key Solubility Attributes:

  • Solvent Compatibility: This compound is generally soluble in organic solvents such as ethanol and dichloromethane.
  • Hydrophobic Nature: 1H-pyrrolo[2,3-b]pyridine tends to exhibit hydrophobic properties, resulting in limited solubility in water.
  • Polarity Influences: The solubility is also affected by the polarity of the solvent; more polar solvents may not effectively dissolve the compound.

In practical terms, for experimental applications, it is crucial to select the appropriate solvent to achieve optimal dissolution. The phrase "like dissolves like" is particularly relevant here. To summarize:

  • For applications requiring dissolution in less polar environments, consider using aprotic solvents.
  • When interacting with biological systems, the low water solubility may pose challenges for formulation and bioavailability.

Thus, understanding the solubility profile of 1H-pyrrolo[2,3-b]pyridine is essential in both theoretical and practical chemistry contexts.

Interesting facts

Interesting Facts about 1H-pyrrolo[2,3-b]pyridine

1H-pyrrolo[2,3-b]pyridine is a fascinating aromatic heterocyclic compound that has garnered attention in various fields of chemistry due to its unique structure and diverse applications.

Structure and Unique Properties

This compound is characterized by a fused bicyclic structure that combines both pyrrole and pyridine rings. The fusion of these two distinct aromatic systems results in intriguing electronic properties that can influence its reactivity and interactions with other molecules. Some notable aspects include:

  • Planarity: The planarity of the fused rings allows for efficient p-orbital overlap, enhancing its chemical stability.
  • Aromaticity: As an aromatic compound, 1H-pyrrolo[2,3-b]pyridine exhibits typical aromatic behaviors, including resonance and electrophilic substitution reactions.

Applications

This compound has found its place in several key areas:

  • Medicinal Chemistry: Its derivative compounds have been explored for their potential as therapeutics, particularly in treating neurological disorders and cancers.
  • Organic Synthesis: 1H-pyrrolo[2,3-b]pyridine is often utilized as a building block in complex organic syntheses due to its functional versatility.
  • Material Science: Its unique electronic properties make it a candidate for use in organic semiconductors and other advanced materials.

Chemical Behavior

In terms of chemical reactivity, 1H-pyrrolo[2,3-b]pyridine can undergo various reactions, such as:

  • Nucleophilic substitutions can occur at the 2-position, which is a valuable route to synthesize more complex derivatives.
  • Reducing agents can be employed to modify the nitrogen atoms, enhancing its utility as a precursor in organic synthesis.

In conclusion, 1H-pyrrolo[2,3-b]pyridine stands out as an important compound in both academic and industrial chemistry. Its distinctive structure, combined with its multifaceted applications, makes it a subject of continuous research and exploration!

Synonyms
7-Azaindole
1H-Pyrrolo[2,3-b]pyridine
271-63-6
1,7-Diazaindene
7H-Pyrrolo[2,3-b]pyridine
7-Aza-1-pyrindine
1,7-Dideazapurine
1H-PYRROLO(2,3-b)PYRIDINE
pyrrolo[2,3-b]pyridine
7H-Pyrrolo(2,3-b)pyridine
MFCD00005606
7-aza-indole
EINECS 205-981-0
UNII-QX4465NR9T
NSC 67063
Pyrrolo(2,3-b)pyridine
NSC-67063
NSC-77951
89267-19-6
QX4465NR9T
DTXSID3075046
1H-PYRROLE(2,3-B)PYRIDINE
WLN: T56 BM INJ
7-azaindol
pyrrolo[b]pyridine
7h-7-azaindole
GVH
7-Azaindole, 98%
1H-Pyrrolo2,3-bpyridine
pyrrolo(2, 3-b)pyridine
pyrrolo[2,3-b]-pyridine
NCIOpen2_000707
SCHEMBL17837
1-H-pyrrolo[2,3-b]pyridine
1H-pyrrolo(2,3-b)-pyridine
CHEMBL389685
DTXCID9037616
BDBM16223
CHEBI:194830
BCP26852
CS-B0516
NSC67063
NSC77951
STR01850
SC1771
STK503791
AKOS000446848
AC-1215
FA03428
PB32078
PS-4533
NCGC00188278-01
HY-50542
SY001940
DB-016106
DB-404343
NS00028264
P1117
EN300-25796
AT-051/43422779
Q27287542
F0001-0881
Z271099378
25247-73-8