Catalpic acid

Base Information

• Chemical Name: Catalpic acid
• CAS No.: 4337-71-7
• Molecular Formula: C₁₈H₃₀O₂
• Molecular Weight: 278.435
• European Community (EC) Number: 236-317-8
• NSC Number: 407903
• UNII: 27D2CW7K2P
• DSSTox Substance ID: DTXSID901026854
• Wikipedia: Catalpic_acid
• Wikidata: Q646902
• Metabolomics Workbench ID: 1222
• Mol file: 4337-71-7.mol

Synonyms:catalpic acid

Chemical Property of Catalpic acid

Chemical Property:

• Boiling Point: 390.6±11.0 °C(Predicted)
• PKA: 4.78±0.10(Predicted)
• PSA: 37.30000
• Density: 0.924±0.06 g/cm3(Predicted)
• LogP: 5.66050
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 278.224580195
• Heavy Atom Count: 20
• Complexity: 301

Purity/Quality:

97% ^*data from raw suppliers

9(E),11(E),13(Z)-OCTADECATRIENOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CC=CC=CCCCCCCCC(=O)O
• Isomeric SMILES: CCCC/C=C\C=C\C=C\CCCCCCCC(=O)O
• Uses: (9E,11E,13Z)-9,11,13-Octadecatrienoic Acid, is a conjugated Linoleic Acid, a compound that has reported to exhibit anticarcinogenic activity. Also a potent antioxidant.

Technology Process of Catalpic acid

There total 20 articles about Catalpic 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: 54.0%

(+/-)-t-butyl coriolate (111699-15-1) → eleostearic acid (506-23-0,544-72-9,544-73-0,3884-88-6,4337-71-7,13296-76-9,24022-76-2,146525-62-4)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 25 ℃; for 3h;

DOI:10.1246/bcsj.60.1103

Reference yield:

octadeca-11t,13t-dien-9-ynoic acid (95168-90-4) → eleostearic acid (506-23-0,544-72-9,544-73-0,3884-88-6,4337-71-7,13296-76-9,24022-76-2,146525-62-4)

Guidance literature:

With quinoline; Lindlar's catalyst; Ethyl propionate; Hydrogenation;

DOI:10.1039/jr9570001622

Reference yield:

methyl α-eleostearate (4175-47-7) → eleostearic acid (506-23-0,544-72-9,544-73-0,3884-88-6,4337-71-7,13296-76-9,24022-76-2,146525-62-4)

Guidance literature:

DOI:10.1016/S0040-4039(01)81743-3

upstream raw materials:

octadeca-11t,13t-dien-9-ynoic acid

methyl α-eleostearate

(+/-)-t-butyl coriolate

(Z)-9-octadecenoyl chloride

Downstream raw materials:

(9E,11E,13E)-9,11,13-octadecatrienoic acid

(9Z,11E)-methyl octadeca-9,11-dienoate

stearic acid

azelaic acid

Refernces

• 1、 Ratovelomanana, Victorin,Linstrumelle, Gerard. "STEREOSELECTIVE PREPARATION OF 1-CHLORO-(E,E)-1,3-DIENES. APPLICATION TO THE SYNTHESIS OF METHYL ELEOSTEARATE.". . p. 6001 - 6004. Retrieved 2007/10/02.