Methyl 8-[(1s,2r)-2-octylcyclopropyl]octanoate

Base Information

• Chemical Name: Methyl 8-[(1s,2r)-2-octylcyclopropyl]octanoate
• CAS No.: 3971-54-8
• Molecular Formula: C₂₀H₃₈O₂
• Molecular Weight: 310.521
• DSSTox Substance ID: DTXSID10960308
• Nikkaji Number: J221.352D
• Wikidata: Q82941442
• Mol file: 3971-54-8.mol

Synonyms:methyl 8-[(1s,2r)-2-octylcyclopropyl]octanoate;3971-54-8;Methyl cis-9,10-methyleneoctadecanoate;Cyclopropaneoctanoic acid, 2-octyl-, methyl ester, cis-;Methyl 2-octylcyclopropaneoctanoate cis-;DTXSID10960308

Chemical Property of Methyl 8-[(1s,2r)-2-octylcyclopropyl]octanoate

Chemical Property:

• Vapor Pressure: 1.9E-05mmHg at 25°C
• Boiling Point: 362.7 °C at 760 mmHg
• Flash Point: 178.1 °C
• Density: 0.896 g/cm³
• XLogP3: 8.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 310.287180451
• Heavy Atom Count: 22
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC1CC1CCCCCCCC(=O)OC
• Isomeric SMILES: CCCCCCCC[C@@H]1C[C@@H]1CCCCCCCC(=O)OC

Technology Process of Methyl 8-[(1s,2r)-2-octylcyclopropyl]octanoate

There total 10 articles about Methyl 8-[(1s,2r)-2-octylcyclopropyl]octanoate 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%

methanol (67-56-1) + 8-((cis)-2-octylcyclopropyl)octanoic acid (4675-61-0) → cis-9,10-Methylen-octadecansaeure-methylester (3971-54-8,5135-07-9,10152-62-2,79795-84-9)

Guidance literature:

With hydrogenchloride; In water; toluene; at 45 ℃; for 14h;

DOI:10.1194/jlr.D001065

Reference yield: 96.0%

diiodomethane (75-11-6) + Methyl oleate (112-62-9) → cis-9,10-Methylen-octadecansaeure-methylester (3971-54-8,5135-07-9,10152-62-2,79795-84-9)

Guidance literature:

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

Methyl oleate; In dichloromethane; at 20 ℃;

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

Reference yield:

(+/-)-3-(trans-2-octyl-cyclopropyl)-3-oxo-propionic acid methyl ester → (+/-)-Methyl-trans-9,10-methylenoctadecanoat (3971-54-8,5135-07-9,10152-62-2,79795-84-9)

Guidance literature:

Multi-step reaction with 3 steps

2: N₂H₄+H₂O; KOH; diethylene glycol

With potassium hydroxide; hydrazine hydrate; diethylene glycol;

DOI:10.1021/ja01636a020

upstream raw materials:

diazomethane

trans-10-(2-octylcyclopropyl)octanoic acid

cis-Octadecenoic acid

methanol

Downstream raw materials:

8-((cis)-2-octylcyclopropyl)octanoic acid

Refernces

• 1、 Ichihara, Ken'Ichi,Fukubayashi, Yumeto. "Preparation of fatty acid methyl esters for gas-liquid chromatography". experimental part. p. 635 - 640. Retrieved 2010/09/10.
• 2、 Charette, Andre B.,Francoeur, Sebastien,Martel, Jonathan,Wilb, Nicole. "New family of cyclopropanating reagents: Synthesis, reactivity, and stability studies of iodomethylzinc phenoxides". . p. 4539 - 4542. Retrieved 2007/10/03.