5-Methoxyindole

5-Methoxyindole
  • CAS No.:1006-94-6
Other grades of this product :
5-Methoxyindole Basic information
Product Name:5-Methoxyindole
Synonyms:Methoxyindole 99% indol-5-yl methyl ether;5-Methoxyindole ,98%;5-METHOXYINDOLE (5MeOI);5-methoxy-1H-indole(SALTDATA: FREE);5-MethoxyindoleF;5-METHOXYINDOLE REPANIDAL;NSC 521752;5-METHOXYINDOLE
CAS:1006-94-6
MF:C9H9NO
MW:147.17
EINECS:213-745-3
Product Categories:blocks;IndolesOxindoles;Heterocycles;Indoles and derivatives;IndoleDerivative;Pyrroles & Indoles;Indoline & Oxindole;Indole;Indoles;Heterocyclic Compounds;Indole Series;Building Blocks;C7 to C9;Chemical Synthesis;Indole Derivatives;Simple Indoles;Chiral Compound;Pyrroles & Indoles;Building Blocks;Heterocyclic Building Blocks;Heterocyclic Building Blocks;Heterocycle-Indole series
Mol File:1006-94-6.mol
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
form Crystalline Powder
pka16.70±0.30(Predicted)
color White to light brownish
Water Solubility insoluble
Sensitive Light Sensitive
BRN 116722
InChIKeyDWAQDRSOVMLGRQ-UHFFFAOYSA-N
CAS DataBase Reference1006-94-6(CAS DataBase Reference)
NIST Chemistry Reference1H-Indole, 5-methoxy-(1006-94-6)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25-37/39
WGK Germany 3
RTECS NL9500000
8
Hazard Note Irritant
HazardClass IRRITANT, KEEP COLD, LIGHT SENSITIVE
HS Code 29339900
MSDS Information
ProviderLanguage
Indol-5-yl methyl ether English
SigmaAldrich English
ACROS English
ALFA English
5-Methoxyindole Usage And Synthesis
Chemical Propertieswhite to light brownish crystalline powder
Uses5-Methoxyindole (cas# 1006-94-6) is a compound useful in organic synthesis. It can be used to synthesis 1-(Phenylsulfonyl)-5-methoxy-1H-indole.
PreparationThe 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.
Reactions5-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.5570260533The Journal of Organic Chemistry, 58, p. 5558, 1993 DOI: 10.1021/jo00072a052Tetrahedron Letters, 27, p. 837, 1986 DOI: 10.1016/S0040-4039(00)84114-3
Purification MethodsCrystallise 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.]

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