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Indole-5-carbonitrile

CAS 15861-24-2C9H6N2Chemical Synthesis

Indole-5-carbonitrile (CAS: 15861-24-2; Formula: C9H6N2) is a vital organic compound with a molecular weight of 142.16 g/mol. This indole derivative serves as a key building block in chemical synthesis, particularly for heterocyclic compounds. Its applications span the development of novel pharmaceuticals, including potential treatments for metabolic syndrome, and advanced materials, showcasing its versatility in advanced organic chemistry research and development.

IUPAC
5-Cyanoindole
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Indole-5-carbonitrile (C9H6N2) — chemical structure, CAS 15861-24-2; Chemistry, fine chemical supplied by Tech Serve Solutions
Building BlocksC7 to C9Chemical SynthesisHeterocyclic Building BlocksIndoles
01 /Applications

Dihydroisoquinoline Synthesis

Acts as a reactant in the silver and L-proline co-catalyzed three-component coupling reaction for the parallel synthesis of dihydroisoquinolines.

Benzoyl Indole Preparation

Utilised as a reactant in the chemoselective and regioselective preparation of benzoyl indoles, a class of important organic compounds.

PPAR Agonist Development

Serves as a reactant in the synthesis of novel PPARα/γ dual agonists, investigated for the potential treatment of metabolic syndrome and IDDM.

Cyclopenta[c]quinoline Synthesis

Reactant for the preparation of 4,5-dihydrocyclopenta[c]quinolines via palladium-catalyzed ring-expansion reactions using alkynes and O2 as oxidant.

Vinylindole Formation

Used as a reactant for the preparation of vinylindoles through the hydroarylation of alkynes catalysed by indium bromide.

02 /Properties
Molecular weight142.16
Empirical formulaC9H6N2
Assay99%
Application• Reactant for parallel synthesis of dihydroisoquinolines via silver and L-proline co-catalyzed three-component coupling reaction1• Reactant for chemoselective and regioselective preparation of benzoyl indoles2• Reactant for preparation of novel PPARα/γ dual agonists for potential treatment of metabolic syndrome and IDDM3• Reactant for preparation of 4,5-dihydrocyclopenta[c]quinolines by palladium-catalyzed ring-expansion reaction alkynes, using O2 as the oxidant4• Reactant for preparation of vinylindoles by hydroarylation of alkynes using indium bromide catalyst5• Reactant for gold catalyzed direct alkynylation using a benziodoxolone based hypervalent iodine reagent6
Melting point106-108 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
15861-24-2
MDL number
MFCD00005669
PubChem substance
24893140
Beilstein registry
116738
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is Indole-5-carbonitrile used for?

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Indole-5-carbonitrile is used as a reactant in various organic synthesis reactions, including the preparation of dihydroisoquinolines, benzoyl indoles, PPAR agonists for metabolic syndrome, cyclopenta[c]quinolines, and vinylindoles.

What are the CAS number and formula for Indole-5-carbonitrile?

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The CAS number for Indole-5-carbonitrile is 15861-24-2, and its molecular formula is C9H6N2.

What grade and purity does Tech Serve Solutions supply for Indole-5-carbonitrile?

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Tech Serve Solutions supplies Indole-5-carbonitrile with an assay of 99%. We do not represent this product as USP, BP, or EP grade.

What are the primary safety hazards associated with Indole-5-carbonitrile?

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Indole-5-carbonitrile is classified as a Warning substance, with hazards including skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves, should be used during handling.

Is Indole-5-carbonitrile available for export?

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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including Indole-5-carbonitrile.

How can I request a sample or quote for Indole-5-carbonitrile?

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Please contact our sales team or use the online inquiry form on our website to request a sample or quote for Indole-5-carbonitrile.

Need Indole-5-carbonitrile in a specific grade or volume?