2-Methyl-2-(2-oxopropyl)cyclopentane-1,3-dione

Base Information

• Chemical Name: 2-Methyl-2-(2-oxopropyl)cyclopentane-1,3-dione
• CAS No.: 73739-84-1
• Molecular Formula: C9H12O3
• Molecular Weight: 168.192
• DSSTox Substance ID: DTXSID10502065
• Nikkaji Number: J767.688C
• Wikidata: Q82354839

Synonyms:2-Methyl-2-(2-oxopropyl)cyclopentane-1,3-dione;73739-84-1;DTXSID10502065;2-acetonyl-2-methyl-cyclopentane-1,3-quinone;2-methyl-2-(2-oxo-propyl)-cyclopentane-1,3-dione

Chemical Property of 2-Methyl-2-(2-oxopropyl)cyclopentane-1,3-dione

Chemical Property:

• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 168.078644241
• Heavy Atom Count: 12
• Complexity: 237

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1(C(=O)CCC1=O)C

Technology Process of 2-Methyl-2-(2-oxopropyl)cyclopentane-1,3-dione

There total 2 articles about 2-Methyl-2-(2-oxopropyl)cyclopentane-1,3-dione 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:

1-hydroxy-4,6-dimethyl-7-oxo-4-phenyl-2,3-dioxabicyclo<4.3.0>nonane (111950-25-5,112018-94-7,113084-04-1,121349-48-2,121349-49-3) → 2-methyl-2-(2-oxopropyl)-1,3-cyclopentanedione (73739-84-1) + acetophenone (98-86-2)

Guidance literature:

With iron(II) sulfate; In methanol; for 1h; Ambient temperature;

DOI:10.1021/jo00275a025

Reference yield:

2-(3-bromo-2-oxopropyl)-2-methylcyclopentane-1,3-dione (74766-13-5) + triphenylphosphine (603-35-0) → 2-methyl-2-(2-oxopropyl)-1,3-cyclopentanedione (73739-84-1) + [3-(1-Methyl-2,5-dioxo-cyclopentyl)-2-oxo-propyl]-triphenyl-phosphonium; bromide (74766-15-7)

Guidance literature:

In benzene; for 3h; Heating;

DOI:10.1055/s-2005-916025

Reference yield: 81.0%

2-methyl-2-(2-oxopropyl)-1,3-cyclopentanedione (73739-84-1) → 6a-Hydroxy-2,3a-dimethyl-3a,5,6,6a-tetrahydro-3H-cyclopenta[b]pyrrol-4-one (116458-78-7)

Guidance literature:

With ammonia;

upstream raw materials:

1-hydroxy-4,6-dimethyl-7-oxo-4-phenyl-2,3-dioxabicyclo<4.3.0>nonane

2-(3-bromo-2-oxopropyl)-2-methylcyclopentane-1,3-dione

triphenylphosphine

Downstream raw materials:

6a-Hydroxy-2,3a-dimethyl-3a,5,6,6a-tetrahydro-3H-cyclopenta[b]pyrrol-4-one

3-Acetyl-4-hydroxy-2-methyl-cyclohex-3-enone

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