4-Ethylcyclohexanone

Base Information

• Chemical Name: 4-Ethylcyclohexanone
• CAS No.: 5441-51-0
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• Hs Code.: 29142900
• European Community (EC) Number: 226-629-2
• NSC Number: 21120
• UNII: 6ERC99KWN8
• DSSTox Substance ID: DTXSID20202807
• Nikkaji Number: J112.663F
• Wikidata: Q72474003
• Mol file: 5441-51-0.mol

Synonyms:4-Ethylcyclohexanone;5441-51-0;Cyclohexanone, 4-ethyl-;4-ethylcyclohexan-1-one;EINECS 226-629-2;NSC-21120;NSC21120;4-Ethyl-cyclohexanone;4-Ethyl-1-cyclohexanone;4-Ethylcyclohexanone, 97%;6ERC99KWN8;SCHEMBL87369;OKSDJGWHKXFVME-UHFFFAOYSA-;DTXSID20202807;MFCD00001644;NSC 21120;AKOS000119710;CS-W011153;DS-14332;CS-0226152;E0398;FT-0618411;EN300-19813;N10368;W-111723;Z104475572

Chemical Property of 4-Ethylcyclohexanone

Chemical Property:

• Appearance/Colour: Clear slightly yellow liquid
• Vapor Pressure: 0.475mmHg at 25°C
• Melting Point: 9.25°C (estimate)
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 193 °C at 760 mmHg
• Flash Point: 58.5 °C
• PSA: 17.07000
• Density: 0.898 g/cm³
• LogP: 2.15570
• Storage Temp.: Store below +30°C.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

99% ^*data from raw suppliers

4-ethylcyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC1CCC(=O)CC1
• Uses: 4-Ethylcyclohexanone was used to study the biotransformations of 4-Ethylcyclohexanone. Intermediates of Liquid Crystals

Technology Process of 4-Ethylcyclohexanone

There total 20 articles about 4-Ethylcyclohexanone 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%

4-Ethylphenol (123-07-9) → 4-ethylcyclohexanone (5441-51-0)

Guidance literature:

With hydrogen; In ethanol; at 100 ℃; for 4h; under 3000.3 Torr; Autoclave;

DOI:10.1021/acs.oprd.1c00160

Reference yield: 87.0%

4-ethylcyclohexanol (4534-74-1) → 4-ethylcyclohexanone (5441-51-0)

Guidance literature:

With chromium(VI) oxide; aluminum oxide; In hexane; at 49.9 ℃; for 15h;

DOI:10.1246/bcsj.64.2857

Reference yield: 77.1%

3,4-dihydroxy-1-vinylcyclohexane (31646-64-7) → 4-Ethylphenol (123-07-9) + 4-ethylcyclohexanone (5441-51-0) + 4-ethylcatechol (1124-39-6)

Guidance literature:

With potassium carbonate; palladium on activated charcoal; In water; at 300 ℃; for 10h; Product distribution; other temperature;

upstream raw materials:

4-ethylcyclohexanol

4-ethenylcyclohexene

3,4-dihydroxy-1-vinylcyclohexane

4-ethylidene-cyclohex-2-enone

Downstream raw materials:

trans-4-ethylcyclohexanol

cis-4-ethylcyclohexanol

1-Acetoxy-4-ethylcyclohexene

methyl 5-ethyl-2-oxo-cyclohexancarboxylate

Refernces

• 1、 Sono, Masakazu,Hashimoto, Atsuko,Nakashima, Katsuyuki,Tori, Motoo. "Total synthesis of coronafacic acid through 6-endo-trig mode intramolecular cyclization of an enone-aldehyde to a hydrindanone using samarium(II) iodide". . p. 5115 - 5118. Retrieved 2000.
• 2、 Martin, Teo,Galeotti, Marco,Salamone, Michela,Liu, Fengjiao,Yu, Yanmin,Duan, Meng,Houk,Bietti, Massimo. "Deciphering Reactivity and Selectivity Patterns in Aliphatic C-H Bond Oxygenation of Cyclopentane and Cyclohexane Derivatives". supporting information. p. 9925 - 9937. Retrieved 2021/06/30.
• 3、 Di Francesco, Davide,Subbotina, Elena,Rautiainen, Sari,Samec, Joseph S. M.. "Ductile Pd-Catalysed Hydrodearomatization of Phenol-Containing Bio-Oils Into Either Ketones or Alcohols using PMHS and H2O as Hydrogen Source". supporting information. p. 3924 - 3929. Retrieved 2018/09/14.