5-Bromoindole
- CAS NO.:10075-50-0
- Empirical Formula: C8H6BrN
- Molecular Weight: 196.04
- MDL number: MFCD00005670
- EINECS: 233-208-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-19 17:35:41
What is 5-Bromoindole?
Chemical properties
white to light brown powder or chunks
The Uses of 5-Bromoindole
5-Bromoindole is a potential inhibitor of GSK-3.
What are the applications of Application
Spectroscopic characterisation of 5-Bromoindole (5-BrI) in poly(vinyl alcohol) (PVA) films showed that the fluorescence of 5-BrI in PVA films was similar to that of indole in PVA films, but was strongly quenched compared to unsubstituted indole.The quantum yield of 5-BrI was only 0.0034, compared to that of indole, which was 0.26. In contrast, the phosphorescence of 5-BrI in PVA was comparable in intensity and lifetime to that of indole, but its emission was shifted by 50 nm to a longer wavelength, reaching a maximum at 530 nm. 5-BrI phosphorescence in PVA is comparable in intensity and lifetime to indole phosphorescence, but the emission wavelength is shifted by 50 nm to longer wavelengths, reaching a maximum at 530 nm. 5-BrI phosphorescence in PVA can be efficiently excited at longer wavelengths (450-500 nm). Its excitation spectrum has a maximum at about 480 nm.
Purification Methods
Purify it by steam distillation from a faintly alkaline solution. Cool the aqueous distillate, collect the solid, dry it in a vacuum desiccator over P2O5 and recrystallise it from aqueous EtOH (35% EtOH) or pet ether/Et2O. UV in MeOH has at 279, 287 and 296nm (log 3.70, 3.69 and 3.53). The picrate has m 137-138o(dec) (from max Et2O/pet ether). [UV: Thesing et al. Chem Ber 95 2205 1962, UV and NMR: Lallemand & Bernath Bull Soc Chim Fr 4091 1970, Beilstein 20/7 V 36.]
Properties of 5-Bromoindole
Melting point: | 90-92 °C (lit.) |
Boiling point: | 228.5°C (rough estimate) |
Density | 1.5466 (rough estimate) |
refractive index | 1.6550 (estimate) |
storage temp. | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
solubility | 126mg/l (calculated) |
pka | 16.04±0.30(Predicted) |
form | Powder or Chunks |
color | White to light brown |
BRN | 112877 |
InChI | InChI=1S/C8H6BrN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H |
CAS DataBase Reference | 10075-50-0(CAS DataBase Reference) |
EPA Substance Registry System | 1H-Indole, 5-bromo- (10075-50-0) |
Safety information for 5-Bromoindole
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for 5-Bromoindole
InChIKey | VXWVFZFZYXOBTA-UHFFFAOYSA-N |
SMILES | N1C2=C(C=C(Br)C=C2)C=C1 |
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