3-ETHYLCYCLOHEXANONE

Base Information

• Chemical Name: 3-ETHYLCYCLOHEXANONE
• CAS No.: 22461-89-8
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.199
• Hs Code.: 2914299000
• Mol file: 22461-89-8.mol

Synonyms:3-Ethylcyclohexanone;NSC 21117

Chemical Property of 3-ETHYLCYCLOHEXANONE

Chemical Property:

• Vapor Pressure: 0.723mmHg at 25°C
• Boiling Point: 184.7°C at 760 mmHg
• Flash Point: 58.5°C
• PSA: 17.07000
• Density: 0.898g/cm³
• LogP: 2.15570

Purity/Quality:

98% ^*data from raw suppliers

3-ethylcyclohexan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-ETHYLCYCLOHEXANONE

There total 113 articles about 3-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: 100.0%

cyclohexenone (930-68-7) + diethylzinc (557-20-0) → 3-ethylcyclohexanone (22461-89-8,64847-85-4,74006-74-9,74006-73-8)

Guidance literature:

With copper(I) thiophene-2-carboxylate; chiral biphenol P-N ligand; In diethyl ether;

DOI:10.1021/ja025598k

Reference yield: 100.0%

cyclohexenone (930-68-7) + diethylzinc (557-20-0) → (R)-3-ethylcyclohexanone (22461-89-8,64847-85-4,74006-73-8,74006-74-9)

Guidance literature:

With copper(I) thiophene-2-carboxylate; chiral binapthol P-N ligand; In diethyl ether;

DOI:10.1021/ja025598k

Reference yield: 100.0%

cyclohexenone (930-68-7) + diethylzinc (557-20-0) → 3-ethyl cyclohexanone (64847-85-4,74006-73-8,74006-74-9,22461-89-8)

Guidance literature:

With copper(l) iodide; C₁₉H₁₉N₂O₂P; In dichloromethane; at -20 ℃; for 12h;

DOI:10.1016/S0957-4166(01)00220-8

upstream raw materials:

cyclohexenone

ethylmagnesium bromide

3-ethylcyclohex-2-en-1-one

ethylmagnesium iodide

Downstream raw materials:

1-(5-Ethyl-cyclohex-1-enyl)-3,3-dimethyl-butan-2-one

(R)-3-ethylcyclohexanone

3-ethylcyclohexanone

(S,R,R)-N-((2-ethyl-6-oxocyclohexyl)(phenyl)methyl)-4-methylbenzenesulfonamide

Refernces

• 1、 Biegasiewicz, Kyle F.,Ingalsbe, Michelle L.,Priefer, Ronny,St. Denis, Jeffrey D.,Gleason, James L.,Ho, Junming,Coote, Michelle L.,Savage, G. Paul. "Evaluation of a chiral cubane-based Schiff base ligand in asymmetric catalysis reactions". . p. 1814 - 1818,5. Retrieved 2012.
• 2、 Nesselrodt, Dale R.,Potts, Alan R.,Baer, Tomas. "Observation of Ethyl-Substituted Cyclohexanone and Cyclopentanone Rotamers Using Resonance-Enhanced Multiphoton Ionization Spectroscopy". . p. 4458 - 4465. Retrieved 1995.
• 3、 Monti, Chiara,Gennari, Cesare,Steele, Rebecca M.,Piarulli, Umberto. "A modular approach to a new class of monodentate chiral phosphorus ligands and their application in enantioselective copper-catalysed conjugate additions of diethylzinc to cyclohexenone". . p. 3557 - 3565. Retrieved 2004.
• 4、 Guimet, Eugeni,Dieguez, Montserrat,Ruiz, Aurora,Claver, Carmen. "Thioether-phosphinite and diphosphinite ligands derived from D-xylose for the copper-catalyzed asymmetric 1,4-addition to 2-cyclohexenone". . p. 2161 - 2165. Retrieved 2005.
• 5、 Dieguez, Montserrat,Deerenberg, Sirik,Pamies, Oscar,Claver, Carmen,Van Leeuwen,Kamer, Paul. "Copper-catalysed asymmetric 1,4-addition of organometallic reagents to 2-cyclohexenone using novel phosphine-phosphite ligands". . p. 3161 - 3166. Retrieved 2000.
• 6、 Mandoli, Alessandro,Calamante, Massimo,Feringa, Ben L.,Salvadori, Piero. "An insoluble polymer-bound phosphoramidite for the copper-catalysed enantioselective 1,4-addition of ZnEt2 to 2-cyclohexenone". . p. 3647 - 3650. Retrieved 2003.
• 7、 Keller, Erik,Maurer, Jochen,Naasz, Robert,Schader, Thomas,Meetsma, Auke,Feringa, Ben L.. "Unexpected enhancement of enantioselectivity in copper(II) catalyzed conjugate addition of diethylzinc to cyclic enones with novel TADDOL phosphorus amidite ligands". . p. 2409 - 2413. Retrieved 1998.
• 8、 Garcia, Luis Arturo,Berns, Sylvain,De Parrodi, Cecilia Anaya. "Rac-9-ethyl-12a-hydroxy-tetra-deca-hydro-triphenyl-ene-1,5(2H,4bH)-dione: Stabilization of a new isomer of a functionalized perhydro-triphenyl-ene through a tandem Michael addition-aldol reaction". . p. o319-o321. Retrieved 2008.
• 9、 Dieguez, Montserrat,Ruiz, Aurora,Claver, Carmen. "New chiral amino-phosphite and phosphite-phosphoroamidite ligands for the copper-catalyzed asymmetric 1,4-addition of diethylzinc to cyclohexenone". . p. 2861 - 2866. Retrieved 2001.
• 10、 Pytkowicz, Julien,Roland, Sylvain,Mangeney, Pierre. "Enantioselective conjugate addition of diethylzinc using catalytic silver(I) diaminocarbenes and Cu(OTf)2". . p. 2087 - 2089. Retrieved 2001.