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| | 5-Methoxyindole Basic information |
| | 5-Methoxyindole Chemical Properties |
| Melting point | 52-55 °C (lit.) | | Boiling point | 176-178 °C/17 mmHg (lit.) | | density | 1.1135 (rough estimate) | | refractive index | 1.5310 (estimate) | | Fp | 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 | | InChIKey | DWAQDRSOVMLGRQ-UHFFFAOYSA-N | | CAS DataBase Reference | 1006-94-6(CAS DataBase Reference) | | NIST Chemistry Reference | 1H-Indole, 5-methoxy-(1006-94-6) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-24/25-37/39 | | WGK Germany | 3 | | RTECS | NL9500000 | | F | 8 | | Hazard Note | Irritant | | HazardClass | IRRITANT, KEEP COLD, LIGHT SENSITIVE | | HS Code | 29339900 |
| | 5-Methoxyindole Usage And Synthesis |
| Chemical Properties | white to light brownish crystalline powder | | Uses | 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. | | 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.] |
| | 5-Methoxyindole Preparation Products And Raw materials |
| Raw materials | EthenaMine, 2-(5-Methoxy-2-nitrophenyl)-N,N-diMethyl-, (1E)--->1-Propanone, 1-(5-methoxy-1H-indol-1-yl)-2,2-dimethyl--->Benzene, 2-ethenyl-4-methoxy-1-nitro--->5-Methoxyindole-3-carboxaldehyde-->Phosphonium, [2-(1,1-dimethylethoxy)-2-oxoethyl]triphenyl-, inner salt-->1-BOC-5-METHOXYINDOLE-->5-methoxy-1-[(4-methylphenyl)sulfonyl]-1H-Indole-->5-Methoxy-2-nitrobenzaldehyde-->5-Methoxy-2,3-dihydroindoline-->TRIETHANOLAMINE HYDROCHLORIDE-->(5-METHOXY-2-NITRO-PHENYL)-ACETONITRILE-->5-Methoxy-3-indolecarboxylic acid-->5-METHOXYINDOLE-2-CARBOXYLIC ACID-->5-Bromoindole | | Preparation Products | 5-METHOXY-DL-TRYPTOPHAN-->5-METHOXYGRAMINE-->2-Amino-5-methoxybenzoic acid |
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