5-Oxocyclopent-1-ene-1-heptanoic acid

Base Information

• Chemical Name: 5-Oxocyclopent-1-ene-1-heptanoic acid
• CAS No.: 5239-43-0
• Molecular Formula: C12H18 O3
• Molecular Weight: 210.273
• Hs Code.: 2918300090
• European Community (EC) Number: 226-039-5
• DSSTox Substance ID: DTXSID00200402
• Nikkaji Number: J297.954C
• Wikidata: Q83073508
• Mol file: 5239-43-0.mol

Synonyms:AY 16804;AY-16,804;AY-16804

Chemical Property of 5-Oxocyclopent-1-ene-1-heptanoic acid

Chemical Property:

• Vapor Pressure: 5.4E-07mmHg at 25°C
• Boiling Point: 384.9°Cat760mmHg
• Flash Point: 200.8°C
• PSA: 54.37000
• Density: 1.099g/cm³
• LogP: 2.70090
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 210.125594432
• Heavy Atom Count: 15
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)C(=C1)CCCCCCC(=O)O

Technology Process of 5-Oxocyclopent-1-ene-1-heptanoic acid

There total 70 articles about 5-Oxocyclopent-1-ene-1-heptanoic acid 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: 75.0%

2-(7-hydroxyheptyl)-2-cyclopenten-1-one (33803-57-5) → 7-(5-oxo-1-cyclopenten-1-yl)heptanoic acid (5239-43-0)

Guidance literature:

With jones' reagent; In acetone; at 5 - 15 ℃; for 0.5h;

Reference yield: 70.0%

2-<7-<(tetrahydro-2H-pyran-2-yl)oxy>heptyl>cyclopent-2-en-1-one (79918-34-6) → 7-(5-oxo-1-cyclopenten-1-yl)heptanoic acid (5239-43-0)

Guidance literature:

With chromic acid; In acetone;

DOI:10.1021/jo00342a039

Reference yield: 70.0%

4-hydroxydodecanedioic acid γ-lactone (53279-37-1) → 7-(5-oxo-1-cyclopenten-1-yl)heptanoic acid (5239-43-0)

Guidance literature:

With PPA; at 100 ℃; for 2.5h;

upstream raw materials:

2-(6-Oxiranyl-hexyl)-cyclopent-2-enone

2-dodecendioic acid

9,12-Dioxo-dodecanoic acid

11-formyl-9-oxo-undecanoic acid methyl ester

Downstream raw materials:

2-(6-ethoxycarbonylhexyl)-2-cyclopenten-1-one

2-(6-methoxycarbonylhexyl)-4-(tetrahydropyran-2-yloxy)cyclopent-2-enone

methyl 7-(3-hydroxy-5-oxocyclopent-1-en-1-yl)heptanoate

7-(2-Hydroxy-cyclopentyl)-heptanoic acid

Refernces

• 1、 Freimanis, Ya. F.,Milman, I. A.,Matysova, G. R.,Liepin'sh, E. E.. "MICROBIOLOGICAL SYNTHESIS OF S(-)-2-(4-CARBOXY-3-HYDROXYBUTYL)-2-CYCLOPENTEN-1-ONE AND SOME OF ITS PROPERTIES". . p. 1696 - 1703. Retrieved 2007/10/02.
• 2、 Altenbach, Hans-Josef,Holzapfel, Winfried,Smerat, Gerd,Finkler, Stefan H.. "EINFACHE, REGIOSPECIFISCHE SYNTHESE VON CYCLOALKENONEN AUS LACTONEN". . p. 6329 - 6332. Retrieved 2007/10/02.