2-Acetylcyclohexanone

Base Information

• Chemical Name: 2-Acetylcyclohexanone
• CAS No.: 874-23-7
• Deprecated CAS: 125117-37-5
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 29142990
• European Community (EC) Number: 212-858-5
• NSC Number: 7713
• DSSTox Substance ID: DTXSID0049365
• Nikkaji Number: J79.994G
• ChEMBL ID: CHEMBL3187909
• Mol file: 874-23-7.mol

Synonyms:2-acetylcyclohexanone

Chemical Property of 2-Acetylcyclohexanone

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.00189mmHg at 25°C
• Melting Point: -11°C
• Refractive Index: n20/D 1.509(lit.)
• Boiling Point: 257.1 °C at 760 mmHg
• PKA: 10.91±0.20(Predicted)
• Flash Point: 79.4 °C
• PSA: 34.14000
• Density: 1.13 g/cm³
• LogP: 1.33470
• Storage Temp.: Store below +30°C.
• Water Solubility.: Not miscible in water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 161

Purity/Quality:

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

2-Acetylcyclohexanone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1CCCCC1=O
• Uses: 2-Acetylcyclohexanone is used in the synthesis of 1-(pyridyl)ethanol derivatives that can reduce keto-esters and ketones. Also used in the synthesis of phenothiazine derivatives that can inhibit prote in farnesyltransferase molecules and some that show anti-proliferative activity. 2-Acetylcyclohexanone was used in the synthesis of anilinoethanolamines.

Technology Process of 2-Acetylcyclohexanone

There total 36 articles about 2-Acetylcyclohexanone 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: 86.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + acetic anhydride (108-24-7) → 2-acetylcyclohexanone (874-23-7,125117-37-5)

Guidance literature:

With tetrachlorosilane; zinc(II) chloride; In dichloromethane; at 25 ℃; for 5h;

DOI:10.1080/104265090507920

Reference yield: 81.0%

3-allylacetylacetone (10151-22-1) → 2-acetylcyclohexanone (874-23-7,125117-37-5)

Guidance literature:

dichloro bis(acetonitrile) palladium(II); In 1,4-dioxane; at 20 ℃; for 16h;

DOI:10.1021/ja011764x

Reference yield: 72.0%

4-cyclohexen-1-ylmorpholine (670-80-4) + acetyl chloride (75-36-5) → 2-acetylcyclohexanone (874-23-7,125117-37-5)

Guidance literature:

4-cyclohexen-1-ylmorpholine; acetyl chloride; With triethylamine; In toluene; at 20 - 35 ℃;

With hydrogenchloride; water; In toluene; for 1h; Reflux;

upstream raw materials:

Ketene

cyclohexanone N-cyclohexylimine

1-(1-Cyclohexen-1-yl)pyrrolidine

acetic anhydride

Downstream raw materials:

4-methyl-5,6,7,8-tetrahydroquinazoline

4-methyl-2-phenyl-5,6,7,8-tetrahydro-quinazoline

<2-Oxocyclohexyl>-1.3-butandion

1-(2-(trimethylsilyloxy)-1(Z)-cyclohexen-1-yl)-ethanone

Refernces

• 1、 Gao, Chao,Li, Xiao,Liu, Kun-Lin,Teng, Fei,Xiong, Lu,Yu, Luo-Ting. "Discovery of quinolone derivatives as antimycobacterial agents". . p. 24095 - 24115. Retrieved 2021/07/29.
• 2、 -. "ONE-STEP, FAST, 18F-19F ISOTOPIC EXCHANGE RADIOLABELING OF DIFLUORO-DIOXABORININS AND USE OF SUCH COMPOUNDS IN TREATMENT". Paragraph 0019; 0202-0203. . Retrieved 2019/12/15.