5-Methoxyindole
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)
- Flash point:
- 176-178°C/17mm
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform, Methanol
- form
- Crystalline Powder
- pka
- 16.70±0.30(Predicted)
- 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)
Safety Information
- 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
MSDS
- Language:English Provider:Indol-5-yl methyl ether
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
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
Preparation Products
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5-Methoxyindole(1006-94-6)Related Product Information
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- (Trifluoromethoxy)benzene
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- METSULFURON METHYL
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- 5-Methylindole
- 4'-Methoxyacetophenone
- p-Anisidine
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- Methyl salicylate
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- Methyl acetate
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- Methyl
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