5,5-Dimethyl-2-(2-oxopropyl)cyclohexane-1,3-dione

Base Information

• Chemical Name: 5,5-Dimethyl-2-(2-oxopropyl)cyclohexane-1,3-dione
• CAS No.: 13148-87-3
• Molecular Formula: C11H16O3
• Molecular Weight: 196.246
• Hs Code.: 2914299000
• DSSTox Substance ID: DTXSID90363030
• Wikidata: Q82146577
• Mol file: 13148-87-3.mol

Synonyms:5,5-dimethyl-2-(2-oxopropyl)cyclohexane-1,3-dione;13148-87-3;5,5-dimethyl-2-(2-oxopropyl)-1,3-cyclohexanedione;1,3-Cyclohexanedione, 5,5-dimethyl-2-(2-oxopropyl)-;SCHEMBL1219343;DTXSID90363030;MFCD00793015;AKOS006239784;CS-0329041;10E-984;5,5-dimethyl-2-(2-oxopropyl)cyclo-hexane-1,3-dione;5,5-Dimethyl-2-(2-oxo-propyl)-cyclohexane-1,3-dione

Chemical Property of 5,5-Dimethyl-2-(2-oxopropyl)cyclohexane-1,3-dione

Chemical Property:

• PSA: 51.21000
• LogP: 1.53990
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 196.109944368
• Heavy Atom Count: 14
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

5,5-Dimethyl-2-(2-oxopropyl)-1,3-cyclohexanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1C(=O)CC(CC1=O)(C)C

Technology Process of 5,5-Dimethyl-2-(2-oxopropyl)cyclohexane-1,3-dione

There total 7 articles about 5,5-Dimethyl-2-(2-oxopropyl)cyclohexane-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: 80.0%

dimedone (126-81-8) + chloroacetone (78-95-5) → 3-hydroxy-5,5-dimethyl-2-(2-oxopropyl)-2-cyclohex-1-one (13148-87-3)

Guidance literature:

With sodium ethanolate; In ethanol; for 0.5h; Reflux; Inert atmosphere;

DOI:10.1248/cpb.c13-00003

Reference yield: 80.0%

dimedone (126-81-8) + 1-bromoacetone (598-31-2) → 3-hydroxy-5,5-dimethyl-2-(2-oxopropyl)-2-cyclohex-1-one (13148-87-3) + 5,5-Dimethyl-3-(2-oxo-propoxy)-cyclohex-2-enone

Guidance literature:

With potassium carbonate; In chloroform; at 25 ℃; for 12h;

Reference yield:

3-[4,4-Dimethyl-2,6-dioxo-1-(2-oxo-propyl)-cyclohexyl]-propionitrile (56576-06-8) → 3-hydroxy-5,5-dimethyl-2-(2-oxopropyl)-2-cyclohex-1-one (13148-87-3)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol;

DOI:10.1139/v75-209

upstream raw materials:

dimedone

1-bromoacetone

3-[4,4-Dimethyl-2,6-dioxo-1-(2-oxo-propyl)-cyclohexyl]-propionitrile

chloroacetone

Downstream raw materials:

1-(4-methoxyphenyl)-2,6,6-trimethyl-4,5,6,7-tetrahydroindol-4-one

4-oxo-1-phenyl-4,5,6,7-tetrahydro-2,6,6-trimethylindole

1-(2,4-dichlorophenyl)-2,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one

1-(4-chlorophenyl)-2,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one

Refernces

• 1、 Domínguez-Villa, Francisco Xavier,Durán-Iturbide, Noemi Angeles,ávila-Zárraga, José Gustavo. "Synthesis, molecular docking, and in silico ADME/Tox profiling studies of new 1-aryl-5-(3-azidopropyl)indol-4-ones: Potential inhibitors of SARS CoV-2 main protease". supporting information. . Retrieved 2020/12/07.
• 2、 Gonzalez-Chavez, Rodolfo,Martinez, Roberto,Torre-Bouscoulet, Maria Eugenia,Gallo, Marco,Gonzalez-Chavez, Marco Martin. "De novo design of non-coordinating indolones as potential inhibitors for lanosterol 14-α-demethylase (CYP51)". . p. 16 - 24. Retrieved 2014/01/23.