1-ACETYLCYCLOHEXANOL

Base Information

• Chemical Name: 1-ACETYLCYCLOHEXANOL
• CAS No.: 1123-27-9
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Hs Code.: 2914400090
• European Community (EC) Number: 214-372-9
• NSC Number: 37640,31427
• UNII: 6RXC23D3LC
• DSSTox Substance ID: DTXSID5061536
• Nikkaji Number: J80.168B
• Wikidata: Q81989522
• Mol file: 1123-27-9.mol

Synonyms:Ketone,1-hydroxycyclohexyl methyl (6CI,7CI,8CI); 1-Acetyl-1-hydroxycyclohexane;1-Acetylcyclohexanol; 1-Hydroxycyclohexyl methyl ketone; NSC 31427; NSC 37640

Chemical Property of 1-ACETYLCYCLOHEXANOL

Chemical Property:

• Vapor Pressure: 0.00907mmHg at 25°C
• Refractive Index: 1.4670 (estimate)
• Boiling Point: 235.5°Cat760mmHg
• PKA: 13.28±0.20(Predicted)
• Flash Point: 95.9°C
• PSA: 37.30000
• Density: 1.068g/cm³
• LogP: 1.27060
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

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

1-(1-Hydroxycyclohexyl)ethanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CCCCC1)O

Technology Process of 1-ACETYLCYCLOHEXANOL

There total 47 articles about 1-ACETYLCYCLOHEXANOL 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: 100.0%

1-(1'-hydroxyethyl)-1-cyclohexanol (1123-26-8) → 1-(1-hydroxycyclohexyl)ethan-1-one (1123-27-9)

Guidance literature:

1-(1'-hydroxyethyl)-1-cyclohexanol; With dimethyltin dichloride; In methanol;

With tetraethylammonium bromide; In methanol; at 0 ℃; Electrolysis;

DOI:10.1002/chem.200900159

Reference yield: 87.0%

propylene glycol (57-55-6,63625-56-9) + carbon dioxide (124-38-9,18923-20-1) + 1-Ethynylcyclohexan-1-ol (78-27-3) → 1,2-propylene cyclic carbonate (108-32-7) + 1-(1-hydroxycyclohexyl)ethan-1-one (1123-27-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; In acetonitrile; at 80 ℃; for 24h; under 7500.75 Torr; chemoselective reaction; Autoclave; Sealed tube;

DOI:10.1055/s-0037-1611058

Reference yield: 80.0%

[1-[1-(tert-Butyl-dimethyl-silanyloxy)-cyclohexyl]-eth-(E)-ylidene]-(2,6-dimethyl-phenyl)-amine (111351-72-5) → 1-(1-hydroxycyclohexyl)ethan-1-one (1123-27-9)

Guidance literature:

With sulfuric acid; In methanol; water; at 85 ℃;

DOI:10.1021/ja00259a051

upstream raw materials:

1-hydroxy-cyclohexanecarboxylic acid

methyllithium

1-tetrahydropyran-2-yloxy-cyclohexanecarbonitrile

methylmagnesium bromide

Downstream raw materials:

3-dimethylamino-1-(1-hydroxy-cyclohexyl)-propan-1-one

1-(1-hydroxy-1-methyl-prop-2-ynyl)-cyclohexanol

1',4'-bis-bromomethyl-dispiro[cyclohexane-1,3'-(2,5,7-trioxa-norbornane)-6',1''-cyclohexane]

2-bromo-1-(1-hydroxycyclohexyl)ethanone

Refernces

• 1、 Newman. "-". . p. 4740. Retrieved 1953.
• 2、 David, Katerine,Ariente, Cecile,Greiner, Alfred,Gore, Jacques,Cazes, Bernard. "Catalytic osmylation of allenic compounds. Synthesis of α-hydroxyketo amino acid precursors". . p. 3335 - 3338. Retrieved 1996.
• 3、 Tang, Bo,Guan, Aiying,Zhao, Yu,Jiang, Jiazhen,Wang, Mingan,Zhou, Ligang. "Synthesis and Fungicidal Activity of (E)-5-[1-(2-Oxo-1-oxaspiro[4,5]dec/non-3-en-3-yl)ethylidene]-2-aminoimidazolin-4-one Derivatives". . p. 1133 - 1140. Retrieved 2017.
• 4、 Chen, Cheng,Chen, Yiyun,Hu, Jia,Huang, Leilei,Verpoort, Francis,Wang, Yu,Yuan, Ye,Zhao, Yufeng,Zheng, Jiayun. "A green and recyclable CuSO4·5H2O/ionic liquid catalytic system for the CO2-promoted hydration of propargyl alcohols: an efficient assembly of α-hydroxy ketones". . . Retrieved 2021/12/03.
• 5、 Han, Li-Hua,Li, Jing-Yuan,Song, Qing-Wen,Zhang, Kan,Zhang, Qian-Xia,Sun, Xiao-Fang,Liu, Ping. "Thermodynamic favorable CO2 conversion via vicinal diols and propargylic alcohols: A metal-free catalytic method". supporting information. p. 341 - 344. Retrieved 2019/07/04.