1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile

Basic Information

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CAS Number

517918-95-5

Molecular Formula

C8H5N3

Molecular Weight

17.03 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

225.1-225.2°C

Density

1.34

SMILES

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C1=CNC2=NC=C(C=C21)C#N

InChI

InChI=1S/C8H5N3/c9-4-6-3-7-1-2-10-8(7)11-5-6/h1-3,5H,(H,10,11)

InChIKey

DRAQIXNADYAISI-UHFFFAOYSA-N

LogP

0.16199999999999998

Topological Polar Surface Area

35.0 Å²

Hydrogen Bond Donor/Acceptor

3 / 1

Complexity

193

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

7-Azaindole-5-carbonitrile
1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile, AldrichCPR
DTXSID80472605
CS-B0100
BCP26452
PB27739
FT-0677980
Boc-(S)-3-Amino-4-(2,4-dichlorophenyl)butanoicacid
A1-04836
5-Cyano-7-azaindole
1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile
DRAQIXNADYAISI-UHFFFAOYSA-N
MFCD06659684
5-canyo-1H-Pyrrolo[2,3-b]pyridine
SCHEMBL298150
517918-95-5
SY003654
Z1198169610
DS-11118
A828778
AKOS005258389
J-517439
AM20070192
A7624
5-CYANO-1H-PYRROLO[2,3-B]PYRIDINE
PubChem16565
KSC269E0F
5-Cyano-1H-pyrrolo[2,3b]pyridine
FCH835013
LS20801
TRA0033820

MDL Number

MFCD06659684

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile (CAS: 517918-95-5)?

1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile is a crystalline solid with a molecular weight of approximately 223.19 g/mol. It has low water solubility (0.002 g/100 mL at 25°C) and is generally stable under normal conditions. It reacts readily with bases and nucleophiles. It is an amphoteric compound, showing both acidic and basic properties. Reactivity towards electrophiles and nucleophiles is moderate.

How is 1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile (CAS: 517918-95-5) typically synthesized?

1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile is commonly synthesized via the reaction of 5-amino-1H-pyrrolo[2,3-b]pyridine with phosphorus tribromide followed by nitrilation. The reaction is typically carried out in a solvent like toluene, with a yield of around 80-85%. The use of a dehydrating agent like pyridine can improve the reaction selectivity and yield.

What industries use 1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile (CAS: 517918-95-5)?

1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile is used in the pharmaceutical industry for the synthesis of various medicinal compounds, particularly in the development of anti-inflammatory and antiviral drugs. It is also applied in the polymer industry for the production of high-performance materials, and in the semiconductor industry for the fabrication of electronic devices. Additionally, it can be used in chemical sensors due to its unique spectroscopic properties.

What precautions should be taken when handling 1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile (CAS: 517918-95-5)?

When handling 1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. It should be handled in a well-ventilated area or a fume hood due to its potential for respiratory irritation. Spills should be cleaned up immediately using appropriate absorbents, and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for specific handling and disposal instructions.