DINOR-12-OXO-PHYTODIENOIC ACID (dn-OPDA)

Base Information

• Chemical Name: DINOR-12-OXO-PHYTODIENOIC ACID (dn-OPDA)
• CAS No.: 197247-23-7
• Molecular Formula: C16H24O3
• Molecular Weight: 264.36
• Mol file: 197247-23-7.mol

Synonyms:

Chemical Property of DINOR-12-OXO-PHYTODIENOIC ACID (dn-OPDA)

Chemical Property:

• Vapor Pressure: 2.41E-08mmHg at 25°C
• Boiling Point: 423.1°Cat760mmHg
• PKA: 4.77±0.10(Predicted)
• Flash Point: 223.8°C
• PSA: 54.37000
• Density: 1.026g/cm³
• LogP: 3.74910

Purity/Quality:

≥95% ^*data from raw suppliers

Dinor-12-oxo-phytodienoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dinor-12-oxo-phytodienoic Acid is a member of the jasmonate family of signals and can be used in biological study of loss of atypical kinases ABC1K7 and ABC1K8 where it changes lipid composition of chloroplast membrane in respond to biotic and abiotic stress by modifying membrane fluidity in Arabidopsis thaliana.

Technology Process of DINOR-12-OXO-PHYTODIENOIC ACID (dn-OPDA)

There total 2 articles about DINOR-12-OXO-PHYTODIENOIC ACID (dn-OPDA) 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:

(7'Z,10'Z,13'Z)-hexadeca-7,10,13-trienoic acid (2271-35-4,7561-64-0) → cis-2,3-dinor-12-oxo-phytodienoic acid (197247-23-7)

Guidance literature:

(7'Z,10'Z,13'Z)-hexadeca-7,10,13-trienoic acid; With sodium hydroxide;

With Physcomitrella patens allene oxide cyclase; at 23 ℃; for 3h; pH=8; Enzymatic reaction;

DOI:10.1016/j.bmcl.2021.128284

Reference yield:

2,3-dihydroxypropyl (7Z,10Z,13Z)-hexadeca-7,10,13-trienoate → cis-2,3-dinor-12-oxo-phytodienoic acid (197247-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / ethanol / 24 h / 25 °C

2.1: sodium hydroxide

2.2: acetone powder of flax seed / 3 h / 23 °C / pH 8 / Enzymatic reaction

With potassium hydroxide; sodium hydroxide; In ethanol;

DOI:10.1016/j.bmcl.2021.128284

upstream raw materials:

(7'Z,10'Z,13'Z)-hexadeca-7,10,13-trienoic acid