1-(1H-indol-2-yl)ethan-1-one

• ChemBase ID: 60710
• Molecular Formular: C10H9NO
• Molecular Mass: 159.18456
• Monoisotopic Mass: 159.06841391
• SMILES: c1([nH]c2c(c1)cccc2)C(=O)C
• Canonical SMILES: CC(=O)c1cc2c([nH]1)cccc2
• InChI: InChI=1S/C10H9NO/c1-7(12)10-6-8-4-2-3-5-9(8)11-10/h2-6,11H,1H3
• InChIKey: QXJMCSBBTMVSJS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(1H-indol-2-yl)ethan-1-one
• IUPAC Traditional name: 1-(1H-indol-2-yl)ethanone
• Synonyms: 1-(1H-indol-2-yl)ethan-1-one; 1-(1H-Indol-2-yl)ethanone; 1-(1H-Indol-2-yl)ethanone; Indol-2-yl Methyl Ketone; 2-Acetylindole

Database IDs

• CAS Number: 4264-35-1
• MDL Number: MFCD01863329
• PubChem SID: 162026451
• PubChem CID: 589081

CALCULATED PROPERTIES

• Acid pKa: 12.619124
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.5496564
• LogD (pH = 7.4): 1.5496541
• Log P: 1.5496565
• Molar Refractivity: 47.4248 cm^3
• Polarizability: 19.321516 Å^3
• Polar Surface Area: 32.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 149 - 151°C; 154-155°C
• Hydrophobicity(logP): 1.979

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%; 98%

DETAILS

Toronto Research Chemicals - A179250

An indole derivative used in synthesis of matrix metalloprotease inhibitors.

REFERENCES

• Somei, M., et al.: Nat. Prod. Rep., 22, 73 (2005)