2-Ethylcyclohexanone

Base Information

• Chemical Name: 2-Ethylcyclohexanone
• CAS No.: 4423-94-3
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• Hs Code.: 2914299000
• NSC Number: 163961
• DSSTox Substance ID: DTXSID101017021
• Nikkaji Number: J87.283K
• Wikidata: Q110077194
• ChEMBL ID: CHEMBL330114
• Mol file: 4423-94-3.mol

Synonyms:2-ethylcyclohexanone

Chemical Property of 2-Ethylcyclohexanone

Chemical Property:

• Vapor Pressure: 0.723mmHg at 25°C
• Melting Point: 110-112 °C(Solv: benzene (71-43-2); ligroine (8032-32-4)(1:1))
• Refractive Index: 1.441
• Boiling Point: 184.7 °C at 760 mmHg
• Flash Point: 58.5 °C
• PSA: 17.07000
• Density: 0.898 g/cm³
• LogP: 2.15570
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in alcohol. Insoluble in water.
• 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: 107

Purity/Quality:

99% ^*data from raw suppliers

2-Ethylcyclohexanone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CCCCC1=O
• Uses: 2-Ethylcyclohexanone is used as a pharmaceutical intermediate. 2-Methyl and 2-ethyl derivatives of cyclohexanone were allowed to react with deuterium in tBuOD using platinum group metals as catalysts to study the substituent effects in heterogeneous catalysis.

Technology Process of 2-Ethylcyclohexanone

There total 94 articles about 2-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: 95.0%

2-(1-phenylthioethyl)cyclohexanone (71369-95-4) → 2-ethylcyclohexanone (4423-94-3)

Guidance literature:

W-2 Raney nickel; In ethanol; acetone; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)86667-9

Reference yield: 93.0%

2-ethylcyclohexanol (3274-96-2,4276-43-1,69854-63-3,84275-94-5,89886-25-9,89886-26-0,95529-72-9,116697-35-9,3760-20-1) → 2-ethylcyclohexanone (4423-94-3)

Guidance literature:

With sodium dichromate dihydrate; sulfuric acid; In diethyl ether; water; for 2.5h; Cooling with ice;

DOI:10.2174/157018010790225813

Reference yield: 79.0%

(+)-(1S,2S)-2-ethylcyclohexanol (69854-63-3) → (R)-(-)-2-ethylcyclohexan-1-one (4423-94-3,64870-41-3,75599-12-1,22617-19-2)

Guidance literature:

With sodium acetate; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1139/v82-423

upstream raw materials:

o-Hydroxyethylbenzene

2-ethylidenecyclohexan-1-one

diethyl ether

(+/-)-1-ethyl-2c-chloro-cyclohexan-r-ol

Downstream raw materials:

2,2-diethylcyclohexanone

2-ethyl-2-butyl-cyclohexanone

(+)-(1S,2R)-2-ethylcyclohexanol

trans-2-ethyl-1-cylohexanol

Refernces

• 1、 Prager,Tippett. "-". . p. 5199,5200. Retrieved 1973.
• 2、 Brown et al.. "-". . p. 6218. Retrieved 1968.
• 3、 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.
• 4、 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.