| Identification | More | [Name]
2,5-Dimethylindole | [CAS]
1196-79-8 | [Synonyms]
2,5-DIMETHYL-1H-INDOLE
2,5-DIMETHYLINDOLE
1H-Indole, 2,5-dimethyl- | [EINECS(EC#)]
214-816-1 | [Molecular Formula]
C10H11N | [MDL Number]
MFCD00005621 | [Molecular Weight]
145.2 | [MOL File]
1196-79-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-white to pale pink or light brown solid | [Melting point ]
112-113 °C (lit.) | [Boiling point ]
254.33°C (rough estimate) | [density ]
1.0353 (rough estimate) | [refractive index ]
1.5000 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
Solid | [pka]
17.75±0.30(Predicted) | [color ]
Off-white to pale pink or light brown | [InChI]
1S/C10H11N/c1-7-3-4-10-9(5-7)6-8(2)11-10/h3-6,11H,1-2H3 | [InChIKey]
ZFLFWZRPMDXJCW-UHFFFAOYSA-N | [SMILES]
Cc1ccc2[nH]c(C)cc2c1 | [CAS DataBase Reference]
1196-79-8(CAS DataBase Reference) | [NIST Chemistry Reference]
1H-indole, 2,5-dimethyl-(1196-79-8) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
37/38-41 | [Safety Statements ]
26-39 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white to pale pink or light brown solid | [Uses]
- Reactant in stereoselective preparation of substituted indoles via rhodium-catalyzed enantioselective coupling reaction of indoles with diazo compounds
- Reactant in stereoselective synthesis of indolines via palladium-catalyzed asymmetric hydrogenation of unprotected indoles
- Reactant in enantioselective synthesis of fluorene derivatives via Friedel-Crafts reactions
- Reactant in preparation of bis-indolyldihydroxybenzoquinones by addition indoles to dichlorobenzoquinone promoted by Bronsted acid
- Reactant in reaction with hydroxypyrazolines
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| Questions And Answer | Back Directory | [Description]
2, 5-Dimethylindole is a kind of carbazole-system derived indole compound, which is valuable in the manufacturing of perfume. It is also a useful chemical intermediate. It is usually used as reactant in the following reaction: stereoselective synthesis of indolines via palladium-catalyzed asymmetric hydrogenation of unprotected indoles; stereoselective preparation of substituted indoles via rhodium-catalyzed enantioselective coupling reaction of indoles with diazo compounds; enantioselective synthesis of fluorene derivatives via Friedel-Crafts reactions; preparation of bis-indolyldihydroxybenzoquinones by addition indoles to dichlorobenzoquinone promoted by Bronsted acid; Reaction with hydroxypyrazolines.
| [Sources]
https://www.sigmaaldrich.com/catalog/product/aldrich/d166006?lang=en®ion=US
https://books.google.com/books?isbn=0470188073
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