3-chloro-1H-pyrrolo[2,3-b]pyridine

Basic Information

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CAS Number

80235-01-4

Molecular Formula

C7H5ClN2

Molecular Weight

152.58 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

169-173 °C

Boiling Point

312.149 °C at 760 mmHg

Density

1.425

Flash Point

312.149 °C at 760 mmHg

Refractive Index

1.703

SMILES

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C1=CC2=C(NC=C2Cl)N=C1

InChI

InChI=1S/C7H5ClN2/c8-6-4-10-7-5(6)2-1-3-9-7/h1-4H,(H,9,10)

InChIKey

PKFDDUMFTQHVFY-UHFFFAOYSA-N

LogP

2.2163000000000004

Topological Polar Surface Area

28.68 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

129

Safety Information

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Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H318 Causes serious eye damage
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

FA-0710
80235-01-4
FT-0646570
SY064780
AMY2757
PB23573
DTXSID50470698
3-Chloro-7-azaindole, 97%
SCHEMBL962315
J-512171
3-Chloro-7-azaindole
AKOS005072816
MFCD08272228
1H-Pyrrolo[2,3-b]pyridine, 3-chloro-
CS-0003968
3-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE
EN300-1241625
GEO-03499
A839871
Chloro-7-azaindole
3-chloranyl-1H-pyrrolo[2,3-b]pyridine
3-Chloro-1H-pyrrolo[2,3-b]pyridine
chloropyrrolobpyridine
PubChem14740
KSC494E4N
3-chloropyrrolo[2,3-b]pyridine
SBB086875
RP10046
VP11680
AJ-5
3-chloro-1H-pyrrolo[2,3-b]pyridine

MDL Number

MFCD08272228

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 3-chloro-1H-pyrrolo[2,3-b]pyridine (CAS: 80235-01-4)?

3-Chloro-1H-pyrrolo[2,3-b]pyridine (CAS: 80235-01-4) is a crystalline solid with a molecular weight of approximately 169.57 g/mol. It is slightly soluble in water and has good solubility in organic solvents like methanol and acetonitrile. The compound exhibits basic properties and is moderately reactive, particularly towards nucleophiles. It can be produced by electrophilic chlorination of pyrrolo[2,3-b]pyridine.

How is 3-chloro-1H-pyrrolo[2,3-b]pyridine (CAS: 80235-01-4) typically synthesized?

3-Chloro-1H-pyrrolo[2,3-b]pyridine (CAS: 80235-01-4) is synthesized by electrophilic chlorination of pyrrolo[2,3-b]pyridine using chlorine gas as the chlorinating agent. The reaction typically occurs under anhydrous conditions in the presence of a Lewis acid catalyst such as aluminum chloride. The yield is around 70-80% with good selectivity for the desired product.

What industries use 3-chloro-1H-pyrrolo[2,3-b]pyridine (CAS: 80235-01-4)?

3-Chloro-1H-pyrrolo[2,3-b]pyridine (CAS: 80235-01-4) finds applications in the pharmaceutical industry as an intermediate for synthesizing various bioactive compounds. It is also used in the electronics industry for the production of semiconductors and organic light-emitting diodes (OLEDs), and in the polymer industry for the synthesis of functional polymers with specific properties.

What precautions should be taken when handling 3-chloro-1H-pyrrolo[2,3-b]pyridine (CAS: 80235-01-4)?

When handling 3-chloro-1H-pyrrolo[2,3-b]pyridine (CAS: 80235-01-4), it is crucial to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a well-ventilated area and handled in a fume hood. In case of spill, immediately clean up the area and refer to the safety data sheet (SDS) for specific cleanup procedures. Avoid contact with skin and eyes, and ensure proper disposal according to local regulations.