2-(1H-indol-2-yl)aniline

• ChemBase ID: 150310
• Molecular Formular: C14H12N2
• Molecular Mass: 208.25848
• Monoisotopic Mass: 208.10004839
• SMILES: c1ccc2c(c1)cc([nH]2)c1ccccc1N
• Canonical SMILES: Nc1ccccc1c1cc2c([nH]1)cccc2
• InChI: InChI=1S/C14H12N2/c15-12-7-3-2-6-11(12)14-9-10-5-1-4-8-13(10)16-14/h1-9,16H,15H2
• InChIKey: IAKRGXQCKYFJCB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1H-indol-2-yl)aniline
• IUPAC Traditional name: 2-(1H-indol-2-yl)aniline
• Synonyms: 2-(2-Aminophenyl)indole; 2-(2-氨基苯基)吲哚

Database IDs

• CAS Number: 32566-01-1
• MDL Number: MFCD00134432
• PubChem SID: 24863471; 162244471
• PubChem CID: 735966

CALCULATED PROPERTIES

• Acid pKa: 15.039353
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 2.7923176
• LogD (pH = 7.4): 2.8100772
• Log P: 2.8103085
• Molar Refractivity: 66.8586 cm^3
• Polarizability: 27.860342 Å^3
• Polar Surface Area: 41.81 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 154-155 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C14H12N2

DETAILS

Sigma Aldrich - 376868

Packaging
1 g in glass bottle
Application
Reactant in:
• cascade reactions of benzopyranylidenemalonates with mono- and dinucleophiles1Reactant for preparation of:
• Mono-, bis-indolo[1,2-c]quinazolines as antimicrobial agents2
• Isocryptolepine alkaloid with antimalarial activity3
• Cyanoindolo[3,2-c]quinolines and benzimidazo[1,2-c]quinazolines as antitumor agents4