1-(2,5-dimethyl-1H-pyrrol-3-yl)ethanone

Base Information

• Chemical Name: 1-(2,5-dimethyl-1H-pyrrol-3-yl)ethanone
• CAS No.: 1500-94-3
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.181
• Hs Code.: 2933990090
• NSC Number: 40231
• DSSTox Substance ID: DTXSID00933849
• Nikkaji Number: J94.674E
• Wikidata: Q82909677
• Mol file: 1500-94-3.mol

Synonyms:1-(2,5-dimethyl-1H-pyrrol-3-yl)ethanone;3-acetyl-2,5-dimethylpyrrole;NSC40231;SCHEMBL3678604;DTXSID00933849;Ketone,5-dimethyl-3-pyrrolyl methyl;NSC-40231;2,5-Dimethyl-1H-pyrrol-3-yl(methyl) ketone;1-(2,5-dimethyl-1H-pyrrol-3-yl)ethan-1-one;AG-777/40171145

Chemical Property of 1-(2,5-dimethyl-1H-pyrrol-3-yl)ethanone

Chemical Property:

• Vapor Pressure: 0.0136mmHg at 25°C
• Refractive Index: 1.5360 (estimate)
• Boiling Point: 250.9°Cat760mmHg
• Flash Point: 112.1°C
• PSA: 32.86000
• Density: 1.04g/cm³
• LogP: 1.83410
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

3-ACETYL-2,5-DIMETHYLPYRROLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(N1)C)C(=O)C

Technology Process of 1-(2,5-dimethyl-1H-pyrrol-3-yl)ethanone

There total 18 articles about 1-(2,5-dimethyl-1H-pyrrol-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: 68.0%

3-(N-methylacetimidoyl)-2,5-dimethylpyrrole hydrogen tetrafluoroborate → 3-acetyl-2,5-dimethylpyrrole (1500-94-3)

Guidance literature:

With water; sodium acetate; for 0.5h; Reflux;

DOI:10.1016/j.tet.2015.05.005

Reference yield: 65.0%

3-acetylhex-5-yn-2-one (38352-74-8) → 1-{5-[2-(4-acetyl-5-methyl-1H-pyrrol-2-yl)-ethyl]-2-methyl-1H-pyrrol-3-yl}-ethanone + 3-acetyl-2,5-dimethylpyrrole (1500-94-3)

Guidance literature:

With ammonium chloride; palladium dichloride; In ethanol; at 50 - 55 ℃; for 5h;

DOI:10.1002/hc.20184

Reference yield: 57.0%

(E)-4-(2-Hydroxy-1-methyl-ethylamino)-pent-3-en-2-one → 3-acetyl-2,5-dimethylpyrrole (1500-94-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,4,6-trimethylphenyl bromide; potassium carbonate; In N,N-dimethyl-formamide; at 150 ℃; for 3.5h;

DOI:10.1016/j.tet.2006.06.070

upstream raw materials:

2,5-Dimethylpyrrole

ethyl bromide

2,5-dimethyl-3-acetylfuran

3-acetylhexane-2,5-dione

Refernces

• 1、 Giles, Robert G.,Heaney, Harry,Plater, M. John. "Reactions of nitrilium salts with indole and pyrrole and their derivatives in the synthesis of imines, ketones and secondary amines". . p. 7367 - 7385. Retrieved 2015/08/24.
• 2、 Aoyagi, Yutaka,Mizusaki, Toshihiko,Shishikura, Masahiro,Komine, Takashi,Yoshinaga, Tokuji,Inaba, Haruko,Ohta, Akihiro,Takeya, Koichi. "Efficient synthesis of pyrroles and 4,5,6,7-tetrahydroindoles via palladium-catalyzed oxidation of hydroxy-enamines". . p. 8533 - 8538. Retrieved 2007/10/03.