1-(6-Nitro-1h-indol-3-yl)ethanone

Base Information

• Chemical Name: 1-(6-Nitro-1h-indol-3-yl)ethanone
• CAS No.: 4993-92-4
• Molecular Formula: C10H8N2O3
• Molecular Weight: 204.1821
• NSC Number: 137506
• DSSTox Substance ID: DTXSID70300544
• Nikkaji Number: J1.041.396F
• Wikidata: Q82043674
• Mol file: 4993-92-4.mol

Synonyms:1-(6-nitro-1h-indol-3-yl)ethanone;4993-92-4;1-(6-Nitro-1H-indol-3-yl)ethan-1-one;NSC137506;6-nitro-3-acetylindole;DTXSID70300544;NSC-137506;CS-0363662

Chemical Property of 1-(6-Nitro-1h-indol-3-yl)ethanone

Chemical Property:

• Vapor Pressure: 1.44E-07mmHg at 25°C
• Melting Point: 340-342 °C
• Boiling Point: 429.1°C at 760 mmHg
• PKA: 13.14±0.30(Predicted)
• Flash Point: 213.3°C
• PSA: 78.68000
• Density: 1.405g/cm³
• LogP: 2.80190
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 204.05349212
• Heavy Atom Count: 15
• Complexity: 287

Purity/Quality:

95% ^*data from raw suppliers

1-(6-NITRO-1H-INDOL-3-YL)ETHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CNC2=C1C=CC(=C2)[N+](=O)[O-]

Technology Process of 1-(6-Nitro-1h-indol-3-yl)ethanone

There total 8 articles about 1-(6-Nitro-1h-indol-3-yl)ethanone 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: 28.2%

3-acetylindole (703-80-0) → 3-nitro-1H-indole (4770-03-0) + 1-(4-nitro-1H-indol-3-yl)ethan-1-one (4769-95-3) + 3-acetyl-6-nitroindole (4993-92-4)

Guidance literature:

With Cu(AN)6(ClO₄)2; nitric acid; In acetonitrile; 1.) room temp., 30 min, 2.) 15 deg C, 1 h;

DOI:10.1248/cpb.35.2656

Reference yield: 20.0%

3-acetylindole (703-80-0) → 3-nitro-1H-indole (4770-03-0) + 1-(5-nitro-1H-indol-3-yl)ethan-1-one (4771-10-2) + 3-acetyl-6-nitroindole (4993-92-4)

Guidance literature:

With nitronium tetrafluoborate; In nitromethane; dichloromethane; at 10 ℃;

DOI:10.1016/S0040-4039(98)02636-7

Reference yield: 17.1%

Acetic acid (3aR,5R,6R,7S,7aR)-6-acetoxy-5-acetoxymethyl-2-methyl-2-(6-nitro-1H-indol-3-yl)-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester → 3-acetyl-6-nitroindole (4993-92-4)

Guidance literature:

With ammonia; for 12h; Ambient temperature;

DOI:10.1016/S0008-6215(00)84538-3

upstream raw materials:

3-acetylindole

1,3-diacetyl-1H-indole

3-acetyl-1-benzenesulfonylindole

6-nitroindole