| Identification | More | [Name]
5-Acetylindole | [CAS]
53330-94-2 | [Synonyms]
1-(1H-INDOL-5-YL)-ETHANONE
5-ACETYLINDOLE
5-INDOLYL-METHYLKETONE
ketone,indol-5-ylmethyl
Ethanone, 1-(1H-indol-5-yl)-(9CI)
5-ACETYLINDOLE 97+% | [Molecular Formula]
C10H9NO | [MDL Number]
MFCD00481875 | [Molecular Weight]
159.18 | [MOL File]
53330-94-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
95-96°C | [Boiling point ]
284.68°C (rough estimate) | [density ]
1.1202 (rough estimate) | [refractive index ]
1.5460 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
16.06±0.30(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C10H9NO/c1-7(12)8-2-3-10-9(6-8)4-5-11-10/h2-6,11H,1H3 | [InChIKey]
GOFIUEUUROFVMA-UHFFFAOYSA-N | [SMILES]
C(=O)(C1C=CC2=C(C=1)C=CN2)C | [CAS DataBase Reference]
53330-94-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HS Code ]
2933998090 |
| Hazard Information | Back Directory | [Uses]
5-Acetylindole, is a building block used in various chemical synthesis. | [Synthesis]
Methyl lithium (1.6 M ether solution, 30 mL, 51.2 mmol) was added slowly and dropwise to a solution of anhydrous tetrahydrofuran (30 mL) of indole-5-carboxylic acid (2.5 g, 15.5 mmol) at 0 °C and under nitrogen protection. The reaction mixture was stirred at room temperature for 4 hours before the reaction was quenched with aqueous ammonium chloride solution and extracted with dichloromethane (3 x 50 mL). The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 5-acetylindole (1.8 g, white solid). | [References]
[1] European Journal of Medicinal Chemistry, 2019, p. 428 - 442
[2] Patent: WO2005/26175, 2005, A1. Location in patent: Page/Page column 73
[3] Patent: EP2287173, 2011, A1. Location in patent: Page/Page column 40-41 |
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