2-Acetyl-5-nitropyrrole

Base Information

• Chemical Name: 2-Acetyl-5-nitropyrrole
• CAS No.: 32116-25-9
• Molecular Formula: C₆H₆N₂O₃
• Molecular Weight: 154.125
• Hs Code.: 2933990090
• NSC Number: 87231
• UNII: U66Y4C4WEY
• DSSTox Substance ID: DTXSID80185905
• Nikkaji Number: J71.237J
• Wikidata: Q83057059
• Mol file: 32116-25-9.mol

Synonyms:2-Acetyl-5-nitropyrrole;32116-25-9;1-(5-nitro-1H-pyrrol-2-yl)ethanone;Ethanone, 1-(5-nitro-1H-pyrrol-2-yl)-;Pyrrole, 2-acetyl-5-nitro-;KETONE, METHYL (5-NITRO-2-PYRROLYL);2-Nitro-5-acetyl-1H-pyrrole;NSC 87231;BRN 0130864;U66Y4C4WEY;Ketone, methyl 5-nitropyrrol-2-yl;NSC-87231;5-nitro-2-acetylpyrrole;UNII-U66Y4C4WEY;2-Acetyl-5-nitro-1H-pyrrole;DTXSID80185905;ACETYL-5-NITROPYRROLE, 2-;NSC87231;LS-87302;1-(5-nitro-1H-pyrrol-2-yl)ethan-1-one;FT-0708291

Chemical Property of 2-Acetyl-5-nitropyrrole

Chemical Property:

• Vapor Pressure: 0.00486mmHg at 25°C
• Melting Point: 156 °C
• Refractive Index: 1.5100 (estimate)
• Boiling Point: 276.2°C at 760 mmHg
• PKA: 11.52±0.50(Predicted)
• Flash Point: 120.9°C
• PSA: 78.68000
• Density: 1.386g/cm³
• LogP: 1.64870
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 154.03784206
• Heavy Atom Count: 11
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

2-Acetyl-5-nitropyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(N1)[N+](=O)[O-]
• Uses: 2-Acetyl-5-nitropyrrole is used in the synthesis of a novel C-deoxyribonucleoside with the potential to be the counterpart of an artificial nucleoside pair. Also, may be used in the synthesis of pyrroles and indoles as potential antiviral agents.

Technology Process of 2-Acetyl-5-nitropyrrole

There total 4 articles about 2-Acetyl-5-nitropyrrole 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: 51.0%

2-Acetylpyrrole (1072-83-9) → 5-Nitro-2-acetyl-pyrrol (32116-25-9) + 5-acetyl-3-nitro-1H-pyrrole (32116-24-8)

Guidance literature:

With nitric acid; acetic anhydride; at -40 - 20 ℃;

DOI:10.1016/j.tet.2007.09.082

Reference yield:

2-Acetylpyrrole (1072-83-9) → 5-Nitro-2-acetyl-pyrrol (32116-25-9)

Guidance literature:

With nitric acid; at -18 ℃;

Reference yield:

2-Acetylpyrrole (1072-83-9) + nitric acid (7697-37-2,78989-43-2) → 5-Nitro-2-acetyl-pyrrol (32116-25-9) + 5-acetyl-3-nitro-1H-pyrrole (32116-24-8) + 1-(4,5-dinitro-pyrrol-2-yl)-ethanone

Guidance literature:

Produkt₅ bzw.6: 2.4-Dinitro-pyrrol bzw. 2.5-Dinitro-pyrrol;

upstream raw materials:

2-Acetylpyrrole

nitric acid

Downstream raw materials:

1-(2,3-dihydro-pyrrolo[2,1-b]oxazol-5-yl)-ethanone