CIS-9,10-METHYLENEOCTADECANOIC ACID

Base Information

• Chemical Name: CIS-9,10-METHYLENEOCTADECANOIC ACID
• CAS No.: 4675-61-0
• Molecular Formula: C19H36 O2
• Molecular Weight: 296.49
• Mol file: 4675-61-0.mol

Synonyms:Cyclopropaneoctanoicacid, 2-octyl-, cis- (8CI); cis-9,10-Methylenooctadecanoic acid

Chemical Property of CIS-9,10-METHYLENEOCTADECANOIC ACID

Chemical Property:

• Melting Point: 36-38 °C
• Boiling Point: 408.7±13.0 °C(Predicted)
• PKA: 4.78±0.10(Predicted)
• PSA: 37.30000
• Density: 0.923±0.06 g/cm3(Predicted)
• LogP: 6.18840

Purity/Quality:

98%Min ^*data from raw suppliers

cis-9,10-Methyleneoctadecanoic Acid ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CIS-9,10-METHYLENEOCTADECANOIC ACID

There total 36 articles about CIS-9,10-METHYLENEOCTADECANOIC 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: 93.0%

diiodomethane (75-11-6) + cis-Octadecenoic acid (112-80-1,2027-47-6) → 8-((cis)-2-octylcyclopropyl)octanoic acid (4675-61-0)

Guidance literature:

diiodomethane; With 2,4,6-Cl₃C₆H₂OZnEt; In dichloromethane; at -40 ℃;

cis-Octadecenoic acid; In dichloromethane; at 20 ℃;

DOI:10.1002/1521-3773(20001215)39:24<4539::AID-ANIE4539>3.0.CO;2-9

Reference yield: 91.0%

C19H38O → (9S,10R)-dihydrosterculic acid (4675-61-0,5711-28-4,29203-99-4,60719-73-5,60719-76-8)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In water; acetone; for 0.166667h;

DOI:10.1021/acs.joc.7b00945

Reference yield:

diiodomethane (75-11-6) + Elaidic Acid (112-79-8) → 8-((cis)-2-octylcyclopropyl)octanoic acid (4675-61-0)

Guidance literature:

diiodomethane; With diethylzinc; 2,4,6-Trichlorophenol; In dichloromethane; toluene; at -50 ℃; for 0.5h;

Elaidic Acid; In dichloromethane; toluene;

upstream raw materials:

cis-Octadecenoic acid

ethyl 2-octylcycloprop-2-ene-1-carboxylate

2-octylcycloprop-2-ene-1-carboxylic acid

1-decyne

Downstream raw materials:

cis-9,10-Methylen-octadecansaeure-methylester

Refernces

• 1、 Jing, Bingwen,Tokutake, Nobuya,McCullough III, Donald H.,Regen, Steven L.. "A quantitative assessment of the influence of permanent kinks on the mixing behavior of phospholipids in cholesterol-rich bilayers". . p. 15344 - 15345. Retrieved 2004.
• 2、 -. "NOVEL LYSOPHOSPHATIDIC ACID DERIVATIVE". Paragraph 0496-0498. . Retrieved 2021/05/28.
• 3、 Inuki, Shinsuke,Ohta, Ippei,Ishibashi, Shunichi,Takamatsu, Masayuki,Fukase, Koichi,Fujimoto, Yukari. "Total Synthesis of Cardiolipins Containing Chiral Cyclopropane Fatty Acids". . p. 7832 - 7838. Retrieved 2017/08/14.