3-ethylcyclohex-2-en-1-one

Base Information

• Chemical Name: 3-ethylcyclohex-2-en-1-one
• CAS No.: 17299-34-2
• Molecular Formula: C8H12 O
• Molecular Weight: 124.183
• Mol file: 17299-34-2.mol

Synonyms:3-Ethyl-2-cyclohexen-1-one;3-Ethylcyclohex-2-ene-1-one; NSC 43635

Chemical Property of 3-ethylcyclohex-2-en-1-one

Chemical Property:

• Vapor Pressure: 0.312mmHg at 25°C
• Boiling Point: 201.2°C at 760 mmHg
• Flash Point: 78.1°C
• Density: 0.942g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-ethylcyclohex-2-en-1-one

There total 34 articles about 3-ethylcyclohex-2-en-1-one 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: 96.0%

3-Ethoxycyclohex-2-en-1-one (5323-87-5) + ethylmagnesium bromide (925-90-6) → 3-ethylcyclohex-2-en-1-one (17299-34-2)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201600368

Reference yield: 91.0%

(RS)-1-ethylcyclohex-2-en-1-ol (599165-40-9) → 3-ethylcyclohex-2-en-1-one (17299-34-2)

Guidance literature:

With laccase from Trametes versicolor; oxygen; 2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In dimethyl sulfoxide; at 30 ℃; for 24h; under 760.051 Torr; pH=5.2; Schlenk technique; Enzymatic reaction;

DOI:10.1002/adsc.201800299

Reference yield: 90.0%

3-Ethoxycyclohex-2-en-1-one (5323-87-5) → 3-ethylcyclohex-2-en-1-one (17299-34-2)

Guidance literature:

3-Ethoxycyclohex-2-en-1-one; With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 20 ℃; for 3h;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; water; at 0 ℃; for 6h;

DOI:10.1002/ejoc.200800644

upstream raw materials:

1-ethylcyclohexene

5-Ethyl-1-methoxycyclohexa-1,4-dien

2-(3-oxo-cyclohex-1-enyl)-propionic acid ethyl ester

methyl-(3-oxo-cyclohex-1-enyl)-malonic acid diethyl ester

Downstream raw materials:

3-ethyl-1,1'-biphenyl

1,3-diethyl-cyclohexa-1,3-diene

3-ethyl cyclohexanone

3-ethyl-cyclohex-2-enone semicarbazone

Refernces

• 1、 Poplata, Saner,Bach, Thorsten. "Enantioselective Intermolecular [2+2] Photocycloaddition Reaction of Cyclic Enones and Its Application in a Synthesis of (-)-Grandisol". supporting information. p. 3228 - 3231. Retrieved 2018/03/13.
• 2、 Mistry, Nisha,Fletcher, Stephen P.. "Phosphoramidite Ligands Based on Simple 1,2-Diols: Synthesis, Use in Copper-Catalyzed Asymmetric Additions, and Achirotopic Stereogenic Phosphorus Centres". supporting information. p. 2489 - 2496. Retrieved 2016/08/16.