2-Acetyl-1,3-cyclohexanedione

Base Information

• Chemical Name: 2-Acetyl-1,3-cyclohexanedione
• CAS No.: 4056-73-9
• Molecular Formula: C8H10O3
• Molecular Weight: 154.166
• Hs Code.: 2914299000
• DSSTox Substance ID: DTXSID50193577
• Nikkaji Number: J80.737K
• Wikidata: Q83066326
• ChEMBL ID: CHEMBL167675
• Mol file: 4056-73-9.mol

Synonyms:2-Acetyl-1,3-cyclohexanedione;4056-73-9;2-acetylcyclohexane-1,3-dione;2-Acetyl-cyclohexane-1,3-dione;1,3-Cyclohexanedione, 2-acetyl-;CHEMBL167675;2-acetyl1,3-cyclohexanedione;SCHEMBL170644;DTXSID50193577;BDBM50088797;MFCD00001586;AKOS015906528;2-Acetyl-1,3-cyclohexanedione, 98%;AS-59889;PD180269;CS-0060856;EN300-92175;W16872;A914039;Z57155806

Chemical Property of 2-Acetyl-1,3-cyclohexanedione

Chemical Property:

• Vapor Pressure: 0.000589mmHg at 25°C
• Melting Point: 20 °C(lit.)
• Refractive Index: 1.48
• Boiling Point: 310.7 °C at 760 mmHg
• PKA: 3.50±0.25(Predicted)
• Flash Point: 132.5 °C
• PSA: 51.21000
• Density: 1.179 g/cm³
• LogP: 0.51370
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 154.062994177
• Heavy Atom Count: 11
• Complexity: 201

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Acetylcyclohexane-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1C(=O)CCCC1=O

Technology Process of 2-Acetyl-1,3-cyclohexanedione

There total 9 articles about 2-Acetyl-1,3-cyclohexanedione 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: 93.0%

acetic anhydride (108-24-7) + 1,3-cylohexanedione (504-02-9) → 2-acetyl-1,3-cyclohexanedione (4056-73-9)

Guidance literature:

With barium hydride; In tetrahydrofuran; for 4h; Heating;

DOI:10.1016/S0040-4039(01)01654-9

Reference yield: 73.0%

1,5-pentanedioic acid (110-94-1) + acetyl chloride (75-36-5) → 2-acetyl-1,3-cyclohexanedione (4056-73-9)

Guidance literature:

1,5-pentanedioic acid; With aluminum (III) chloride; In nitromethane; at 20 ℃; for 1h; Inert atmosphere;

acetyl chloride; In nitromethane; at 80 ℃; for 2h; Solvent; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01623

Reference yield: 59.0%

3-acetoxy-cyclohex-2-enone (57918-73-7) → 2-acetyl-1,3-cyclohexanedione (4056-73-9)

Guidance literature:

3-acetoxy-cyclohex-2-enone; With aluminum (III) chloride; In 1,1-dichloroethane; at 20 ℃; for 2h; Inert atmosphere;

With sulfuric acid; In 1,1-dichloroethane; water; Inert atmosphere; Cooling with ice;

upstream raw materials:

acetic anhydride

1,3-cylohexanedione

acetyl chloride

3-acetoxy-cyclohex-2-enone

Downstream raw materials:

2-(3-dimethylamino-2-propenoyl)-1,3-cyclohexanedione

2-methyl-4-quinazolone

1,5,6,7-tetrahydro-1,3-dimethylindazol-4-one

3-methyl-1,5,6,7-tetrahydro-4H-indazol-4-one

Refernces

• 1、 Lee, Jae Chul,Hong, Kwon Ho,Becker, Andreas,Tash, Joseph S.,Sch?nbrunn, Ernst,Georg, Gunda I.. "Tetrahydroindazole inhibitors of CDK2/cyclin complexes". . . Retrieved 2021/02/09.
• 2、 Battilocchio, Claudio,Deadman, Benjamin J.,Nikbin, Nikzad,Kitching, Matthew O.,Baxendale, Ian R.,Ley, Steven V.. "A Machine-assisted flow synthesis of SR48692: A probe for the investigation of neurotensin receptor-1". . p. 7917 - 7930. Retrieved 2013/07/19.