1H-indole-5-carbonitrile

• ChemBase ID: 11717
• Molecular Formular: C9H6N2
• Molecular Mass: 142.15734
• Monoisotopic Mass: 142.0530982
• SMILES: N#Cc1ccc2[nH]ccc2c1
• Canonical SMILES: N#Cc1ccc2c(c1)cc[nH]2
• InChI: InChI=1S/C9H6N2/c10-6-7-1-2-9-8(5-7)3-4-11-9/h1-5,11H
• InChIKey: YHYLDEVWYOFIJK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indole-5-carbonitrile
• IUPAC Traditional name: indole-5-cyano-
• Synonyms: Indole-5-carbonitrile; Indole-5-carnonitrile; 1H-Indole-5-carbonitrile; 5-Cyanoindole; 5-Cyano-1H-indole; 1H-Indole-5-carbonitrile; 5-Cyanoindole; Indole-5-carbonitrile; 吲哚-5-甲腈

Database IDs

• CAS Number: 15861-24-2; 142396-06-3
• EC Number: 239-986-4
• MDL Number: MFCD00005669
• Beilstein Number: 116738
• PubChem SID: 24893140; 160975024
• PubChem CID: 27513

CALCULATED PROPERTIES

• Acid pKa: 16.096859
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.928104
• LogD (pH = 7.4): 1.928104
• Log P: 1.928104
• Molar Refractivity: 42.8661 cm^3
• Polarizability: 17.426676 Å^3
• Polar Surface Area: 39.58 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Hexane
• Apperance: Off-White Crystalline Powder
• Melting Point: 104-108°C; 106-108 °C; 106-108 °C(lit.); 106-108°C; 106-109°C
• Hydrophobicity(logP): 1.955

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: AIR SENSITIVE, IRRITANT-HARMFUL, LIGHT SENSITIVE; Irritant; Light Sensitive
• RTECS: NL5993120
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (GC); 95%; 97%; 98%; 98+%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C9H6N2

DETAILS

MP Biomedicals - 02199467

Purity: 99%
M.P. 106-108

Sigma Aldrich - C92006

Packaging
5, 10 g in glass bottle
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

Sigma Aldrich - 28495

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

Toronto Research Chemicals - C987520

Inhibitor of enzyme.