Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-

Base Information

• Chemical Name: Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-
• CAS No.: 221682-41-3
• Molecular Formula: C12H18O3
• Molecular Weight: 210.26952
• Hs Code.: 2918300090
• Mol file: 221682-41-3.mol

Synonyms:Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-;JasMonic Acid (Mixture of isoMers)

Chemical Property of Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-

Chemical Property:

• Refractive Index: 1.49
• Boiling Point: 358.1±15.0 °C(Predicted)
• PKA: 4.52±0.10(Predicted)
• PSA: 54.37000
• Density: 1.061±0.06 g/cm3(Predicted)
• LogP: 2.41270

Purity/Quality:

97% ^*data from raw suppliers

JasmonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Jasmonic Acid can be used as pesticides.

Technology Process of Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-

There total 16 articles about Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)- 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:

dicyclohexylamine (Z)-2-(3-oxo-2-(pent-2-en-1-yl)cyclopentyl)acetate → (Z)-2-(2-(but-2-en-1-yl)-3-oxocyclopentyl)acetic acid (221682-41-3)

Guidance literature:

With hydrogenchloride; In dichloromethane; water; at 0 - 0.15 ℃;

Reference yield:

methyl jasmonate (1101843-02-0) → (Z)-2-(2-(but-2-en-1-yl)-3-oxocyclopentyl)acetic acid (221682-41-3)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 3h;

Reference yield:

(Z)-4-heptenoic acid (41653-95-6) → (Z)-2-(2-(but-2-en-1-yl)-3-oxocyclopentyl)acetic acid (221682-41-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 74 percent / SOCl₂, pyridine / diethyl ether / 2 h / Ambient temperature

2: tetrahydrofuran / 2 h / -78 - 20 °C

3: 68 percent / oxalic acid / H₂O / 3 h / Heating

4: 69 percent / NaOH / H₂O; dioxane / 1.5 h / Heating

5: 92 percent / NaH / methanol / 3 h / -10 - -5 °C

6: 1.) 10percent aq. NaOH, 2.) 3percent aq. H₂SO₄ / 1.) overnight, 2.) reflux, 5 h

With pyridine; sodium hydroxide; thionyl chloride; sulfuric acid; oxalic acid; sodium hydride; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; water;

DOI:10.1246/bcsj.54.505

upstream raw materials:

methyl jasmonate

3--2-(cis-2-pentenyl)cyclopentenone

(Z)-4-heptenoic acid

(Z)-2-(2-pentenyl)-2-cyclopenten-1-one

Downstream raw materials:

methyl jasmonate

Refernces

Total syntheses of coronatines by exo-selective Diels-Alder reaction and their biological activities on stomatal opening

10.1039/b905159g

The research primarily focuses on the total synthesis of coronatines, a group of natural phytotoxins produced by Pseudomonas syringae, and their biological activities, specifically their impact on stomatal opening in plants. The study employs the exo-selective Diels–Alder reaction as a key step to synthesize four stereoisomers of coronatine, highlighting the significant differences in stomatal opening activity between the enantiomers. The research uses a variety of analytical techniques, including NMR, HPLC, ESI-MS, HRMS, IR spectroscopy, and optical rotation measurements, to monitor the progress of the synthesis and to characterize the synthesized compounds. The synthetic route also enables the preparation of various derivatives of coronatine for further structural and biological studies. Additionally, the study examines the biological activities of these synthetic derivatives on stomatal opening in Ipomoea tricolor (morning glory), comparing their effects with those of naturally occurring compounds like jasmonic acid and jasmonyl-L-isoleucine. The results indicate that the stereochemistry of coronatine is crucial for its activity, suggesting it acts as a molecular mimic of jasmonyl-L-isoleucine in plant guard cells.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 221682-41-3 Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-

Send

Send

Metric Ton KG G Pound L ML

Send

Send