3-Isopropoxycyclohex-2-en-1-one

Base Information

• Chemical Name: 3-Isopropoxycyclohex-2-en-1-one
• CAS No.: 58529-72-9
• Molecular Formula: C9H14 O2
• Molecular Weight: 154.209
• European Community (EC) Number: 261-310-1
• UNII: 7D6Y9E76SG
• DSSTox Substance ID: DTXSID90207243
• Nikkaji Number: J296.967J
• Wikidata: Q83081135
• Mol file: 58529-72-9.mol

Synonyms:3-Isopropoxycyclohex-2-en-1-one;58529-72-9;3-propan-2-yloxycyclohex-2-en-1-one;EINECS 261-310-1;3-isopropoxy-2-cyclohexenone;7D6Y9E76SG;SCHEMBL8101389;DTXSID90207243;3-Isopropoxy-2-cyclohexene-1-one;3-propan-2-yloxy-1-cyclohex-2-enone;3-(1-Methylethoxy)-2-cyclohexen-1-one;2-Cyclohexen-1-one, 3-(1-methylethoxy)-;A832657

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

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Boiling Point: 256.9°Cat760mmHg
• Flash Point: 109.9°C
• PSA: 26.30000
• Density: 0.98g/cm³
• LogP: 2.04830
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=CC(=O)CCC1

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

There total 9 articles about 3-Isopropoxycyclohex-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: 99.0%

1,3-cylohexanedione (504-02-9) + isopropyl alcohol (67-63-0,8013-70-5) → 3-isopropoxycyclohex-2-en-1-one (58529-72-9)

Guidance literature:

ytterbium(III) triflate; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2006.04.121

Reference yield: 98.0%

3-Ethoxycyclohex-2-en-1-one (5323-87-5) + isopropyl alcohol (67-63-0,8013-70-5) → 3-isopropoxycyclohex-2-en-1-one (58529-72-9)

Guidance literature:

With iron(III) chloride hexahydrate; at 80 ℃; for 0.833333h; under 900.09 Torr;

DOI:10.1039/c9ob00307j

Reference yield: 74.0%

hex-5-ynoic acid (53293-00-8) + isopropyl alcohol (67-63-0,8013-70-5) → 3-isopropoxycyclohex-2-en-1-one (58529-72-9)

Guidance literature:

hex-5-ynoic acid; With oxalyl dichloride; In dichloromethane; for 2.5h; Inert atmosphere;

With indium(III) chloride; In dichloromethane; for 3h; Inert atmosphere;

isopropyl alcohol; In dichloromethane; at 90 ℃; for 0.25h; Inert atmosphere;

DOI:10.3762/bjoc.7.155

upstream raw materials:

1,3-cylohexanedione

isopropyl alcohol

hex-5-ynoic acid

3-Ethoxycyclohex-2-en-1-one

Downstream raw materials:

3-isopropoxy-6-(3,4,5-trimethoxy-phenyl)-cyclohex-2-enone

C₁₁H₁₆O₄

hexahydro-1-methyl-3-(3-oxocyclohexen-1-yl)<2H>azepin-2-one

1-methyl-3-(3-oxocyclohexen-1-yl)-2-pyrrolidone

Refernces

• 1、 Parvathalu, Nenavath,Agalave, Sandip G.,Mohanta, Nirmala,Gnanaprakasam, Boopathy. "Reversible chemoselective transetherification of vinylogous esters using Fe-catalyst under additive free conditions". . p. 3258 - 3266. Retrieved 2019/03/26.
• 2、 Mao, Zewei,Li, Yan,Chen, Jingbo,Wang, Yuanyuan,Zhang, Hongbin. "Recombination of diterpenoid structure units: Synthesis of antitumor amides bearing functionalized bicyclo[3.2.1]octane ring". scheme or table. p. 4116 - 4119. Retrieved 2010/08/07.