2-phenyl-1H-indole

• ChemBase ID: 92267
• Molecular Formular: C14H11N
• Molecular Mass: 193.24384
• Monoisotopic Mass: 193.08914936
• SMILES: [nH]1c2c(cccc2)cc1c1ccccc1
• Canonical SMILES: c1ccc(cc1)c1cc2c([nH]1)cccc2
• InChI: InChI=1S/C14H11N/c1-2-6-11(7-3-1)14-10-12-8-4-5-9-13(12)15-14/h1-10,15H
• InChIKey: KLLLJCACIRKBDT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-phenyl-1H-indole
• IUPAC Traditional name: 1H-indole, 2-phenyl-
• Synonyms: NSC 15776; Stabilizer I; 2-Phenylindole; 2-Phenyl-1H-indole; 2-苯基吲哚

Database IDs

• CAS Number: 948-65-2
• EC Number: 213-436-3
• MDL Number: MFCD00005608
• PubChem SID: 162078965; 24898346
• PubChem CID: 13698

CALCULATED PROPERTIES

• Acid pKa: 15.097168
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 3.6392343
• LogD (pH = 7.4): 3.6392343
• Log P: 3.6392343
• Molar Refractivity: 62.1582 cm^3
• Polarizability: 26.80366 Å^3
• Polar Surface Area: 15.79 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 188-190 °C(lit.); 189-190°C
• Boiling Point: 250 °C/10 mmHg(lit.); 250°C/10mm

Safety Information

• Storage Warning: Irritant
• RTECS: NM1272500
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37/38-41
• Safety Statements: 26-39
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335-H413
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 95+%
• Grade: technical grade
• Empirical Formula (Hill Notation): C14H11N

DETAILS

Sigma Aldrich - P26600

Packaging
5, 100 g in glass bottle
Application
Reactant for preparation of:
• Oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition1
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators2
• Organic light emitting diodes (OLEDs)3
• Anti inflammatory agents4
• Potential cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors5
• Agents for cancer and malaria therapy6
• Antifungal and antibacterial agents7
• Fluorescent probes8Reactant in:
• Difluorohydroxylation reactions†
• Mannich-type reactions†