5-Methoxyindole
- CAS NO.:1006-94-6
- Empirical Formula: C9H9NO
- Molecular Weight: 147.17
- MDL number: MFCD00005674
- EINECS: 213-745-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-21 22:41:43
What is 5-Methoxyindole?
Chemical properties
white to light brownish crystalline powder
The Uses of 5-Methoxyindole
5-Methoxyindole (cas# 1006-94-6) is a compound useful in organic synthesis. It can be used to synthesis 1-(Phenylsulfonyl)-5-methoxy-1H-indole.
What are the applications of Application
5-Methoxyindole is a simple methoxy indole compound
Preparation
The synthesis of 5-methoxyindole from 5-methoxy-2-oxindole: Conversion of 5-methoxy-2-oxindole to 5-methoxyindole was accomplishedby the chlorination of 5-methoxy-2-oxindole with triphenylphosphine-carbontetrachloride in acetonitrile followed by the catalytic reduction of a chlorine atom in 66% total yield.
Definition
ChEBI: 5-methoxyindole is a member of indoles.
Reactions
5-methoxyindole was treated with sodium hydroxide and phenylsulfonyl chloride in the presence of a catalytic amount of tetrabutylammonium bromide to afford 1-(phenylsulfonyl)indole and 5-methoxy-1-(phenylsufonyl)indole in excellent yields of 100%.
Synthesis Reference(s)
Journal of Heterocyclic Chemistry, 26, p. 1405, 1989 DOI: 10.1002/jhet.5570260533
The Journal of Organic Chemistry, 58, p. 5558, 1993 DOI: 10.1021/jo00072a052
Tetrahedron Letters, 27, p. 837, 1986 DOI: 10.1016/S0040-4039(00)84114-3
Purification Methods
Crystallise 5-methoxyindole from cyclohexane pet ether or pet ether/Et2O. [Saito & Kikugawa J Heterocycl Chem 16 1325 1979, Beilstein 21 III/IV 765, 21/3 V 18.]
Properties of 5-Methoxyindole
Melting point: | 52-55 °C (lit.) |
Boiling point: | 176-178 °C/17 mmHg (lit.) |
Density | 1.1135 (rough estimate) |
refractive index | 1.5310 (estimate) |
Flash point: | 176-178°C/17mm |
storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
solubility | Chloroform, Methanol |
pka | 16.70±0.30(Predicted) |
form | Crystalline Powder |
color | White to light brownish |
Water Solubility | insoluble |
Sensitive | Light Sensitive |
BRN | 116722 |
CAS DataBase Reference | 1006-94-6(CAS DataBase Reference) |
NIST Chemistry Reference | 1H-Indole, 5-methoxy-(1006-94-6) |
Safety information for 5-Methoxyindole
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. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 5-Methoxyindole
InChIKey | DWAQDRSOVMLGRQ-UHFFFAOYSA-N |
Abamectin manufacturer
Supra Group of Companies
S D Fine Chem Limited
BASR Fine Chemicals Pvt. Ltd.
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