(-)-JASMONIC ACID

Base Information

• Chemical Name: (-)-JASMONIC ACID
• CAS No.: 6894-38-8
• Molecular Formula: C12H18 O3
• Molecular Weight: 210.273
• Hs Code.: 2918300090
• Mol file: 6894-38-8.mol

Synonyms:Cyclopentaneaceticacid, 3-oxo-2-(2-pentenyl)-, (Z)-trans- (8CI); Cyclopentaneacetic acid,3-oxo-2-(2-pentenyl)-, [1R-[1a,2b(Z)]]-; Cyclopentaneacetic acid,3-oxo-2-(2Z)-2-pentenyl-, (1R,2R)- (9CI); (-)-Jasmonic acid; Jasmonic acid

Chemical Property of (-)-JASMONIC ACID

Chemical Property:

• Vapor Pressure: 4.25E-06mmHg at 25°C
• Refractive Index: nD23 1.486
• Boiling Point: 358.1°C at 760 mmHg
• PKA: 4.52±0.10(Predicted)
• Flash Point: 184.6°C
• PSA: 54.37000
• Density: 1.061g/cm³
• LogP: 2.41270
• Storage Temp.: 2-8°C
• Solubility.: Benzene (Slightly), Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

(-)-transJasmonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Jasmonic acid (JA) is an important hormonelike signaling molecule that is apparently distributed throughout the plant kingdom. It functions as an intermediate in defense response pathways against both pathogens and insects. JA is derived from the oxygenation of the octadecanoid α-linolenic acid by the enzyme lipoxygenase. The synthetic pathway includes a cyclization step yielding a cyclopentanone that has overall structural similarity with the prostaglandin class of animal hormones. Several but not all of the enzymes for JA biosynthesis are located in the chloroplast (1). (-)-trans Jasmonic Acid is an enantiomer of trans-Jasmonic Acid (J210520) a major constituent of essential oil of Jasmine. Used by the fragrance industry. This product is a clear, colorless to very light yellow oil that adheres to the surface of the vial.

Technology Process of (-)-JASMONIC ACID

There total 35 articles about (-)-JASMONIC 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: 100.0%

(+)-7-iso-jasmonic acid succinimide ester (62653-85-4) → jasmonic acid (6894-38-8)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 3h;

DOI:10.1039/c0ob00218f

Reference yield: 92.0%

Methyl jasmonate (1211-29-6) → jasmonic acid (6894-38-8)

Guidance literature:

With potassium hydroxide; In ethanol; for 1h; Heating;

Reference yield: 85.0%

ethyl jasmonate → jasmonic acid (6894-38-8)

Guidance literature:

With potassium tert-butylate; In ethanol; Inert atmosphere; Reflux;

upstream raw materials:

O-<(-)-Jasmonoyl>-(S)-mandelic acid

O-<(-)-Jasmonoyl>-(R)-mandelic acid

(+)-7-iso-jasmonic acid succinimide ester

Methyl jasmonate

Downstream raw materials:

O-<(+)-Jasmonoyl>-(R)-mandelic acid

O-<(-)-Jasmonoyl>-(R)-mandelic acid

(+)-6-epi-7-iso-cucurbic acid

(3R,6S,7R)-cucurbic acid

Refernces

• 1、 Sucu, Bilgesu Onur,Ipek, Ozgecan Savlug,Kurtulus, Sukran Ozdatli,Yazici, Busra Emine,Karakas,Guzel, Mustafa. "Synthesis of novel methyl jasmonate derivatives and evaluation of their biological activity in various cancer cell lines". . . Retrieved 2019/08/06.
• 2、 -. "3 - Alkyl -2 - ethoxy carbonyl substituted cyclic conjugated enone asymmetric catalytic hydrogenation and its application (by machine translation)". . . Retrieved 2018/12/13.