Name | Indoline |
Synonyms | IDN Indoline Dihydroindole 2,3-Dihydroindole 2,3-DIHYDROINDOLE TIMTEC-BB SBB004291 2,3-dihydro-1h-indol 2,3-DIHYDRO-1H-INDOLE 2,3-dihydro-1H-indole LABOTEST-BB LT01605668 Indoline in stock Factory 2,3-DIHYDRO-1H-INDOLE HYDROCHLORIDE |
CAS | 496-15-1 |
EINECS | 207-816-8 |
InChI | InChI=1/C8H9N/c1-2-4-8-7(3-1)5-6-9-8/h1-4,9H,5-6H2 |
Molecular Formula | C8H9N |
Molar Mass | 119.16 |
Density | 1.063 g/mL at 25 °C (lit.) |
Melting Point | -21 °C |
Boling Point | 220-221 °C (lit.) |
Flash Point | 199°F |
Water Solubility | 5 g/L (20 ºC) |
Solubility | 5g/l |
Vapor Presure | 0.0783mmHg at 25°C |
Appearance | liquid (clear) |
Color | clear dark brown |
BRN | 111915 |
pKa | 5.20±0.20(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Sensitive | Light Sensitive |
Refractive Index | n20/D 1.592(lit.) |
Physical and Chemical Properties | density 1.063 melting point -21°C boiling point 228-230°C refractive index 1.592-1.594 flash point 92°C water-soluble 5g/L (20°C) |
Use | For pharmaceutical applications |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
RTECS | NL6906300 |
TSCA | Yes |
HS Code | 29339990 |
Hazard Note | Irritant |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Main use | indoline is an aromatic heterocyclic organic compound with the chemical formula C8H9N. It has a double ring structure, which is formed by the fusion of six-membered benzene ring and five-membered nitrogen-containing ring. The compound is based on the indole structure, but the 2-3 bond is saturated. Indoline is used to synthesize indole derivatives. Indoline dyes are used as sensitizers for quasi-solid dye-sensitized solar cells and have good photoelectric conversion properties. It is also an intermediate of medicine and plant growth regulator. |
synthesis method | with Indole as raw material, Pd/C as catalyst, water as solvent, catalytic hydrogenation reaction was carried out to produce. |
Application prospect | The Frontier molecular orbital structure of indoline dye is very beneficial to the electron injection of dye excited state into TiO2 electrode, its absorption spectrum matches the solar radiation spectrum well, and the energy level structure is suitable for the photosensitizer of TiO2 Nanocrystalline Solar cells with I-/I-3 electrolyte. The lowest unoccupied molecular orbital (LUMO) energy level of indoline dye is higher than the conduction band edge level of TiO2 crystal, which can ensure the efficient transfer of electrons to TiO2 electrode by excited state dye molecules, the energy level of the highest occupied molecular orbital (HOMO) of the indoline dye is lower than the I-/I3-level, which ensures that the dye molecules that have lost electrons can successfully obtain electrons from the electrolyte. In the aspect of improving the conversion efficiency of dye-sensitized solar cells, the key requirement for dyes is the position of LUMO energy level. The stability of dye molecules is the key factor for the service life of dye-sensitized solar cells, indoline dyes in similar dyes is a better dye-sensitized solar cell photosensitizer. Indoline as a chiral auxiliary group has also been successfully used in organic asymmetric synthesis. |
uses | for pharmaceutical for the preparation of inhibitors of nod1-induced nuclear factor kappa B activation; sphingosine-1-phosphate 4(S1P4) receptor antagonist; Cytotoxin-containing cell cycle inhibitor; 2-aminopyridine; PET reagent for protein-activating enzyme imaging; sodium-dependent glucose co-transporter 2(SGLT2) inhibitors for the management of hyperglycemia in diabetes mellitus; Α4β2-nicotinic acid acetylcholine receptor selective partial agonists; mGlu4 positive regulatory agents; Bacterial biofilm inhibitors; serotonin 5-HT6 receptor antagonist |