C92006

Indole-5-carbonitrile

99%

• Synonym(s): 5-Cyanoindole
• Empirical Formula (Hill Notation): C₉H₆N₂
• CAS Number: 15861-24-2
• Molecular Weight: 142.16
• Beilstein: 116738
• EC Number: 239-986-4
• MDL number: MFCD00005669
• UNSPSC Code: 12352100
• PubChem Substance ID: 24893140
• NACRES: NA.22

Properties

• Assay: 99%
• form: powder
• mp: 106-108 °C (lit.)
• SMILES string: N#Cc1ccc2[nH]ccc2c1
• InChI: 1S/C9H6N2/c10-6-7-1-2-9-8(5-7)3-4-11-9/h1-5,11H
• InChI key: YHYLDEVWYOFIJK-UHFFFAOYSA-N

Description

Application

• Reactant for parallel synthesis of dihydroisoquinolines via silver and L-proline co-catalyzed three-component coupling reaction
• Reactant for chemoselective and regioselective preparation of benzoyl indoles
• Reactant for preparation of novel PPARα/γ dual agonists for potential treatment of metabolic syndrome and IDDM
• Reactant for preparation of 4,5-dihydrocyclopenta[c]quinolines by palladium-catalyzed ring-expansion reaction alkynes, using O2 as the oxidant
• Reactant for preparation of vinylindoles by hydroarylation of alkynes using indium bromide catalyst
• Reactant for gold catalyzed direct alkynylation using a benziodoxolone based hypervalent iodine reagent

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves