Indolin Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S24/25:Berührung mit den Augen und der Haut vermeiden.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
?2,3-Dihydroindole [496-15-1], indoline C8H9N, Mr 119.16, bp 229 – 230 ℃(101.3 kPa), is a colorless liquid, which is volatile in steam and soluble in diethyl ether, acetone, and benzene, but only slightly soluble in water. Indoline is obtained by hydrogenation of indole or by catalytic cyclodehydration of 2-(2-aminophenyl)ethanol. A range of pharmaceuticals, as well as fungicides and bactericides, can be produced from indoline.
Verwenden
As an indole derivative, Indoline can be used in the preparation of various medicinal compounds such as potential α1-adrenoceptor (α1-AR) antagonists.
Application
In organic chemistry, indoline derivatives are widely used as chiral auxiliary groups or chiral ligands, playing a crucial role in asymmetric synthesis. For example, (S)-Indoline-2-methanol is an important starting material for the synthesis of many chiral compounds. Through asymmetric catalytic reactions, such as the asymmetric rearrangement reaction of iridium porphyrin-catalyzed indoles with aryl diazonium esters, chiral 2-indoline tertiary alcohols can be synthesized efficiently.
Synthesis Reference(s)
Journal of the American Chemical Society, 96, p. 7812, 1974
DOI: 10.1021/ja00832a035Synthetic Communications, 13, p. 489, 1983
DOI: 10.1080/00397918308081827
Synthese
Indolene is manufactured from (theoretically) 2 Mol. Indole plus 1 Mol. Hydroxycitronellal by condensation under heating. The proportions may vary slightly, and it is common practice to add Diethyl phthalate to the mixture prior to heating, so that the condensation product is somewhat protected against local overheating, and the finished product becomes light of color and fairly pourable at room temperature.
Indolin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
