(-)-9,10-Dihydrojasmonic acid

Base Information

• Chemical Name: (-)-9,10-Dihydrojasmonic acid
• CAS No.: 98674-52-3
• Molecular Formula: C12H20O3
• Molecular Weight: 212.289
• DSSTox Substance ID: DTXSID501313059
• Nikkaji Number: J636.861A
• Wikidata: Q27109032
• Metabolomics Workbench ID: 72120
• Mol file: 98674-52-3.mol

Synonyms:(-)-9,10-dihydrojasmonic acid;(-)-Dihydrojasmonic acid;76968-33-7;9,10-Dihydrojasmonic acid;98674-52-3;[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetic acid;2-[(1R,2R)-3-oxo-2-pentylcyclopentyl]acetic acid;rel-2-((1R,2R)-3-Oxo-2-pentylcyclopentyl)acetic acid;Cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R,2R)- (9CI);JAA;9,10-dihydroJA;starbld0003510;SCHEMBL5940628;CHEBI:18473;DTXSID501313059;LMFA02020204;(+/-)(1r,2r)-3-oxo-2-pentylcyclopentaneacetic acid;cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R,2R)-;Q27109032;Cyclopentaneacetic acid, 3-oxo-2-pentyl-, (1R-trans)-

Chemical Property of (-)-9,10-Dihydrojasmonic acid

Chemical Property:

• Vapor Pressure: 3.21E-06mmHg at 25°C
• Boiling Point: 361.9°Cat760mmHg
• Flash Point: 186.8°C
• PSA: 54.37000
• Density: 1.038g/cm³
• LogP: 2.63670
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 212.14124450
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC1C(CCC1=O)CC(=O)O
• Isomeric SMILES: CCCCC[C@@H]1[C@H](CCC1=O)CC(=O)O

Technology Process of (-)-9,10-Dihydrojasmonic acid

There total 2 articles about (-)-9,10-Dihydrojasmonic 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:

(+)-9,10-dihydro-7-iso-jasmonic acid (96844-45-0,76968-33-7) → (-)-9,10-dihydrojasmonic acid (98674-52-3,76968-33-7)

Guidance literature:

With potassium hydroxide; at 60 ℃; for 5h;

DOI:10.1016/S0031-9422(00)82345-6

Reference yield:

→ (-)-9,10-dihydrojasmonic acid (98674-52-3,76968-33-7)

Guidance literature:

N-Dihydrojasmonylisoleucin (2), 6N HCl;

DOI:10.1039/j39700001839

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (-)-9,10-dihydrojasmonic acid (98674-52-3,76968-33-7) → methyl dihydro jasmonate (2630-39-9,128087-96-7)

Guidance literature:

In diethyl ether;

DOI:10.1016/S0031-9422(00)82345-6

upstream raw materials:

(+)-9,10-dihydro-7-iso-jasmonic acid

Downstream raw materials:

methyl dihydro jasmonate

Refernces

• 1、 Cross,Webster. "New metabolites of Gibberella fujikuroi. XV. N-jasmonoyl- and N-dihydrojasmonoyl-isoleucine.". . p. 1839 - 1842. Retrieved 2007/10/15.