5-Acetoxyindole

Base Information

• Chemical Name: 5-Acetoxyindole
• CAS No.: 5594-91-2
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10469225
• Nikkaji Number: J2.457.844E
• Wikidata: Q82296844
• Mol file: 5594-91-2.mol

Synonyms:5-Acetoxyindole;1H-indol-5-yl Acetate;5594-91-2;SCHEMBL272553;DTXSID10469225;QHPPUHQLQLSMHC-UHFFFAOYSA-N;BCP029260;MFCD00151952;AKOS006272441;AC-27787;ETHYL5-ACETOXYINDOLE-2-CARBOXYLATE;FT-0653645;A830868;Q-102574

Chemical Property of 5-Acetoxyindole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 113-114 °C
• Boiling Point: 339.08oC at 760 mmHg
• PKA: 16.36±0.30(Predicted)
• Flash Point: 158.87oC
• PSA: 42.09000
• Density: 1.256g/cm3
• LogP: 2.09320
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

98%Min ^*data from raw suppliers

5-ACETOXYINDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC2=C(C=C1)NC=C2

Technology Process of 5-Acetoxyindole

There total 5 articles about 5-Acetoxyindole 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:

Reference yield: 90.0%

indol-5-ol (1953-54-4) + acetic anhydride (108-24-7) → 1H-indol-5-yl acetate (5594-91-2)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 3h;

DOI:10.1111/php.13529

Reference yield:

→ 1H-indol-5-yl acetate (5594-91-2)

Guidance literature:

With ethanol; iron; acetic acid;

Reference yield:

2-amino-3-(2,5-dihydroxyphenyl)propanoic acid (26122-90-7,582-32-1) → 1H-indol-5-yl acetate (5594-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hexacyanoferrate(III); sodium hydrogencarbonate; water

2: pyridine

With pyridine; water; sodium hydrogencarbonate; potassium hexacyanoferrate(III);

DOI:10.1039/jr9520002525

upstream raw materials:

indol-5-ol

acetic anhydride

2-amino-3-(2,5-dihydroxyphenyl)propanoic acid

Downstream raw materials:

bufotenin

5-hydroxy-1H-indazole-3-carbaldehyde

indol-5-ol

1-(5-Hydroxy-1H-indol-4-yl)-ethanone

Refernces

• 1、 -. "ANTICANCER AGENT". Paragraph 0486. . Retrieved 2013/03/26.