324906

4,5,6,7-Tetrahydroindol

98%

• Synonym(e): 2,3-Tetramethylenepyrrole, Cyclohex[b]pyrrole, NSC 122455
• Empirische Formel (Hill-System): C₈H₁₁N
• CAS-Nummer: 13618-91-2
• Molekulargewicht: 121.18
• Beilstein: 108853
• MDL-Nummer: MFCD00012134
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24859477
• NACRES: NA.22
• Form: solid
• Assay: 98%

Eigenschaften

• Qualitätsniveau: 100
• Assay: 98%
• Form: solid
• mp (Schmelzpunkt): 53-57 °C (lit.)
• Lagertemp.: 2-8°C
• SMILES String: C1CCc2[nH]ccc2C1
• InChI: 1S/C8H11N/c1-2-4-8-7(3-1)5-6-9-8/h5-6,9H,1-4H2
• InChIKey: KQBVVLOYXDVATK-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

4,5,6,7-Tetrahydroindoles, due to their easy aromatization, are good intermediates to synthesize indoles. 4,5,6,7-Tetrahydroindole on condensation with cyanoacetate leads to 1-ethylthio-2-cyano-4,5,6,7-tetrahydrocyclohexa-[c]-3H-pyrrolizin-3-one.

Anwendung

4,5,6,7-Tetrahydroindole was used as reactant in:

• synthesis of ethyl 3-(4,5,6,7-tetrahydroindol-2-yl)-2-propynoate
• preparation of BODIPY dyes
• N-alkylation with chloromethyloxirane
• preparation of hydroindolepropynoate by chemo- and regioselective solvent-free ethynylation
• palladium- and copper-free cross-coupling of halopropynoates
• preparation of carbonylalkenyl indoles via coupling with dicarbonyl compounds
• 1:2 annelation of 4,5,6,7-tetrahydroindole with 1-benzoyl-2-phenylacetylene

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves