Cyclopentanepentanoic acid, 2-oxo-

Base Information

• Chemical Name: Cyclopentanepentanoic acid, 2-oxo-
• CAS No.: 35074-08-9
• Molecular Formula: C10H16O3
• Molecular Weight: 184.235
• Mol file: 35074-08-9.mol

Synonyms:

Chemical Property of Cyclopentanepentanoic acid, 2-oxo-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentanepentanoic acid, 2-oxo-

There total 1 articles about Cyclopentanepentanoic acid, 2-oxo- 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:

cyclopentanone (120-92-3) → 3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9,26354-94-9) + 1,5-pentanedioic acid (110-94-1) + 1,10-decanedioic acid (111-20-6,26776-29-4) + 2-(4-carboxybutyl)cyclopentan-1-one (35074-08-9) + bicyclopentyl-2,2'-dione (5070-24-6) + valeric acid (109-52-4)

Guidance literature:

With dihydrogen peroxide; at 120 - 140 ℃; Product distribution; oxidative cleavage of cycloalkanones by hydrogen peroxide;

DOI:10.1007/BF00952848

Reference yield:

2-(4-carboxybutyl)cyclopentan-1-one (35074-08-9) → 7-(5-oxo-1-cyclopenten-1-yl)heptanoic acid (5239-43-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 74 percent / p-toluenesulfonic acid / 18 h / Heating

2: 89 percent / p-toluenesulfonic acid / 8 h / Heating

3: CaCO₃, Br₂, sodium thiosulfate, LiBr, Li₂CO₃, p-toluenesulfonic acid

4: 84.1 percent / pyridine; ethanol / 22 h / Ambient temperature

5: 85.9 percent / 25percent (i-Bu)2AlH / benzene; hexane / 1.5 h / 0 - 5 °C / 1) 0-5 deg C, 1.5h, 2) 15 min

6: 86.2 percent / triethylamine / CH₂Cl₂ / 0.5 h / cooling

7: 1) 57percent NaH / 1) 1h, DME; 2) DME, 16h, reflux

8: KOH / methanol; H₂O / 18 h / Heating

9: various solvent(s) / Heating

10: 2N HCl / acetone / 5 h / Heating

With hydrogenchloride; potassium hydroxide; bromine; lithium carbonate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; sodium thiosulfate; triethylamine; calcium carbonate; lithium bromide; In pyridine; methanol; ethanol; hexane; dichloromethane; water; acetone; benzene;

DOI:10.1021/jo01311a032

Reference yield:

2-(4-carboxybutyl)cyclopentan-1-one (35074-08-9) → 2-(6-ethoxycarbonylhexyl)-2-cyclopenten-1-one (40098-44-0)

Guidance literature:

Multi-step reaction with 11 steps

1: 74 percent / p-toluenesulfonic acid / 18 h / Heating

2: 89 percent / p-toluenesulfonic acid / 8 h / Heating

3: CaCO₃, Br₂, sodium thiosulfate, LiBr, Li₂CO₃, p-toluenesulfonic acid

4: 84.1 percent / pyridine; ethanol / 22 h / Ambient temperature

5: 85.9 percent / 25percent (i-Bu)2AlH / benzene; hexane / 1.5 h / 0 - 5 °C / 1) 0-5 deg C, 1.5h, 2) 15 min

6: 86.2 percent / triethylamine / CH₂Cl₂ / 0.5 h / cooling

7: 1) 57percent NaH / 1) 1h, DME; 2) DME, 16h, reflux

8: KOH / methanol; H₂O / 18 h / Heating

9: various solvent(s) / Heating

10: 2N HCl / acetone / 5 h / Heating

11: 87 percent / p-toluenesulfonic acid / 17 h / Heating

With hydrogenchloride; potassium hydroxide; bromine; lithium carbonate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; sodium thiosulfate; triethylamine; calcium carbonate; lithium bromide; In pyridine; methanol; ethanol; hexane; dichloromethane; water; acetone; benzene;

DOI:10.1021/jo01311a032

upstream raw materials:

cyclopentanone

Downstream raw materials:

5-cyclopentylpentanoic acid

Spiro<4.5>decan-1,6-dion

2-(5-carboxypentyl)cyclopent-2-en-1-one

7-(5-oxo-1-cyclopenten-1-yl)heptanoic acid