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5-Methoxyindole

Base Information Edit
  • Chemical Name:5-Methoxyindole
  • CAS No.:1006-94-6
  • Molecular Formula:C9H9NO
  • Molecular Weight:147.177
  • Hs Code.:2933.90
  • European Community (EC) Number:213-745-3
  • NSC Number:521752
  • UNII:DQM3AS43PQ
  • DSSTox Substance ID:DTXSID80143424
  • Nikkaji Number:J12.258K
  • Wikidata:Q27276543
  • ChEMBL ID:CHEMBL280311
  • Mol file:1006-94-6.mol
5-Methoxyindole

Synonyms:5-methoxy indole;5-methoxyindole

Suppliers and Price of 5-Methoxyindole
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Acrotein
  • 5-Methoxyindole 97%
  • 100g
  • $ 131.08
  • AHH
  • 5-Methoxyindole 98%
  • 50g
  • $ 330.00
  • AK Scientific
  • 5-Methoxyindole
  • 5g
  • $ 10.00
  • AK Scientific
  • 5-Methoxyindole
  • 5g
  • $ 14.00
  • AK Scientific
  • 5-Methoxyindole
  • 25g
  • $ 25.00
  • Alfa Aesar
  • 5-Methoxyindole, 99%
  • 1g
  • $ 35.90
  • Alfa Aesar
  • 5-Methoxyindole, 99%
  • 5g
  • $ 110.00
  • Alfa Aesar
  • 5-Methoxyindole, 99%
  • 25g
  • $ 437.00
  • Alichem
  • 5-Methoxyindole
  • 1kg
  • $ 1199.00
  • American Custom Chemicals Corporation
  • 5-METHOXYINDOLE 95.00%
  • 1G
  • $ 117.60
Total 191 raw suppliers
Chemical Property of 5-Methoxyindole Edit
Chemical Property:
  • Appearance/Colour:white to light brownish crystalline powder 
  • Vapor Pressure:0.00234mmHg at 25°C 
  • Melting Point:52-55 °C(lit.) 
  • Refractive Index:1.637 
  • Boiling Point:311.9 °C at 760 mmHg 
  • PKA:16.70±0.30(Predicted) 
  • Flash Point:109.2 °C 
  • PSA:25.02000 
  • Density:1.169 g/cm3 
  • LogP:2.17650 
  • Storage Temp.:2-8°C 
  • Sensitive.:Light Sensitive 
  • Solubility.:Chloroform, Methanol 
  • Water Solubility.:insoluble 
  • XLogP3:2.1
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:1
  • Exact Mass:147.068413911
  • Heavy Atom Count:11
  • Complexity:138
Purity/Quality:

98%min *data from raw suppliers

5-Methoxyindole 97% *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 36/37/38 
  • Safety Statements: 26-36-24/25-37/39 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:COC1=CC2=C(C=C1)NC=C2
  • 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.
Technology Process of 5-Methoxyindole

There total 92 articles about 5-Methoxyindole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
In quinoline; for 0.2h; microwave;
DOI:10.1021/jo00072a052
Guidance literature:
With potassium carbonate; In ethanol; at 140 ℃; Schlenk technique;
DOI:10.1080/00397911.2019.1703137
Guidance literature:
With water; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 18h; Reflux;
DOI:10.1016/j.tet.2011.10.098
Refernces Edit

Practical and phase transfer-catalyzed synthesis of 6-methoxytryptamine

10.1080/00397910600588504

The study presents a practical and cost-effective synthesis of 6-methoxytryptamine, an important intermediate for the total synthesis of the pentacyclic indole alkaloid reserpine. The synthesis starts from commercially available phthalimide and 1-bromo-3-chloropropane. Initially, phthalimide and 1-bromo-3-chloropropane are treated with PEG-600 and K2CO3 under reflux to produce chloropropylphthalimide. This compound then undergoes phase transfer-catalyzed (PTC) alkylation with ethyl acetoacetate in the presence of triethylbenzylammonium chloride (TEBAC) and KOH to form phthalimidopentanoate. The phthalimidopentanoate is subsequently reacted with the diazonium salt of m-anisidine via a Japp–Klingemann reaction to yield 5-methoxyindole. Finally, the ester group in 5-methoxyindole is hydrolyzed with aqueous KOH and then decarboxylated with HCl to obtain 6-methoxytryptamine. The overall yield of the synthesis is 44%, and the method offers advantages such as mild experimental conditions, short reaction times, and simple operations.

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