6-Chloro-1H-indole-3-carbonitrile

Basic Information

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CAS Number

194490-17-0

Molecular Formula

C9H5ClN2

Molecular Weight

165.62 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

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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C1=CC2=C(C=C1Cl)NC=C2C#N

InChI

InChI=1S/C9H5ClN2/c10-7-1-2-8-6(4-11)5-12-9(8)3-7/h1-3,5,12H

InChIKey

HLDCXNREKOGGFC-UHFFFAOYSA-N

LogP

3.1297200000000007

Topological Polar Surface Area

15.79 Å²

Hydrogen Bond Donor/Acceptor

1 / 1

Complexity

220

Synonyms & References

English

CS-0188212
6-Chloro-1H-indole-3-carbonitrile
SCHEMBL10095346
MFCD07776605
AMY2840
FT-0742271
6-Chloro-3-cyanoindole
BS-48900
A4279
AKOS005584068
DTXSID90652991
194490-17-0
1H-Indole-3-carbonitrile,6-chloro-
6-CHLORO-3-CYANOINDOLE
1H-Indole-3-carbonitrile,6-chloro

MDL Number

MFCD07776605

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 6-Chloro-1H-indole-3-carbonitrile (CAS: 194490-17-0)?

6-Chloro-1H-indole-3-carbonitrile has a crystalline form with a molecular weight of 190.04 g/mol. It is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. The compound is known for its high reactivity towards nucleophiles and electrophiles. It can undergo electrophilic aromatic substitution and nucleophilic addition reactions.

How is 6-Chloro-1H-indole-3-carbonitrile (CAS: 194490-17-0) typically synthesized?

6-Chloro-1H-indole-3-carbonitrile is typically synthesized via the cyanation of 6-chloro-1H-indole using sodium cyanide in an organic solvent like dimethylformamide (DMF). This process involves the use of a catalyst such as potassium carbonate to enhance the reaction yield. The reaction is usually carried out under nitrogen atmosphere to prevent reaction with oxygen. The yield is typically around 70-80%.

What industries use 6-Chloro-1H-indole-3-carbonitrile (CAS: 194490-17-0)?

6-Chloro-1H-indole-3-carbonitrile is used in the pharmaceutical industry for the synthesis of various indole derivatives and as an intermediate in the development of new drugs. It is also utilized in the polymer industry for the production of advanced polymers and in the chemical sensing industry for developing gas sensors. Additionally, it is explored in the semiconductor industry for specific applications requiring indole derivatives.

What precautions should be taken when handling 6-Chloro-1H-indole-3-carbonitrile (CAS: 194490-17-0)?

When handling 6-Chloro-1H-indole-3-carbonitrile, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a well-ventilated area or under a fume hood to prevent inhalation. Spills should be managed with appropriate safety measures, and the incident should be reported to the safety officer. Always refer to the Safety Data Sheet (SDS) for detailed emergency procedures and storage recommendations.