1H,2H,3H,4H-cyclopenta[b]indole

• ChemBase ID: 37476
• Molecular Formular: C11H11N
• Molecular Mass: 157.21174
• Monoisotopic Mass: 157.08914936
• SMILES: c1ccc2c(c1)c1c([nH]2)CCC1
• Canonical SMILES: C1Cc2c(C1)c1c([nH]2)cccc1
• InChI: InChI=1S/C11H11N/c1-2-6-10-8(4-1)9-5-3-7-11(9)12-10/h1-2,4,6,12H,3,5,7H2
• InChIKey: HZDXFZHFEASSBM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H,2H,3H,4H-cyclopenta[b]indole
• IUPAC Traditional name: 1H,2H,3H,4H-cyclopenta[b]indole
• Synonyms: 2,3-Trimethyleneindole; NSC 112674; 1,2,3,4-Tetrahydrocyclopent[b] indole; 1,2,3,4-Tetrahydrocyclopenta[b]indole; 1,2,3,4-四氢环戊[b]吲哚

Database IDs

• CAS Number: 2047-91-8
• MDL Number: MFCD00225387
• PubChem SID: 24878249; 161000783
• PubChem CID: 270305

CALCULATED PROPERTIES

• Acid pKa: 17.272215
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 2.843787
• LogD (pH = 7.4): 2.843787
• Log P: 2.843787
• Molar Refractivity: 50.0572 cm^3
• Polarizability: 20.275581 Å^3
• Polar Surface Area: 15.79 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100.5-105.5 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C11H11N

DETAILS

Sigma Aldrich - 537799

Packaging
5 g in glass bottle
Application

• Reactant for thionium species-mediated functionalization at the 2α-position of indoles1
• Reactant for preparation of tetramethylpiperidine-1-oxoammonium salts as oxidants2