Methyl palmitoleate

Base Information

• Chemical Name: Methyl palmitoleate
• CAS No.: 1120-25-8
• Molecular Formula: C17H32O2
• Molecular Weight: 268.44
• Hs Code.: 29161900
• European Community (EC) Number: 214-303-2
• UNII: 35695QDB9F
• DSSTox Substance ID: DTXSID00897351
• Nikkaji Number: J47.591B
• Wikidata: Q27157517
• Metabolomics Workbench ID: 4146
• Mol file: 1120-25-8.mol

Synonyms:methyl palmitoleate;palmitoleic acid methyl ester

Chemical Property of Methyl palmitoleate

Chemical Property:

• Appearance/Colour: CLEAR COLORLESS OIL
• Vapor Pressure: 2.01E-06mmHg at 25°C
• Melting Point: -0.5-0.5 °C (lit.)
• Refractive Index: n20/D 1.451(lit.)
• Boiling Point: 394.2 °C at 760 mmHg
• Flash Point: 92.5 °C
• PSA: 26.30000
• Density: 0.876 g/cm³
• LogP: 5.41670
• Storage Temp.: -0°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 268.240230259
• Heavy Atom Count: 19
• Complexity: 221

Purity/Quality:

98%, ^*data from raw suppliers

Methyl palmitoleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCC(=O)OC
• Isomeric SMILES: CCCCCC/C=C\CCCCCCCC(=O)OC
• Description: Palmitoleic acid methyl ester is an ester version of palmitoleic acid , an ω-7 monounsaturated fatty acid that is a common constituent of the triglycerides of human adipose tissue. Palmitoleic acid-based diets raise low-density lipoprotein (LDL) cholesterol and lower high-density lipoprotein (HDL) cholesterol, even when dietary intake of cholesterol is maintained at a low level. Methyl esters of fatty acids are commonly used for the formulation of fatty acid-containing diets and dietary supplements.
• Uses: Methyl Palmitoleate is used as a component in the preparation of a biodiesel fuels.

Technology Process of Methyl palmitoleate

There total 34 articles about Methyl palmitoleate 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: 94.0%

C17H30O2 (89199-88-2) → (Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1)

Guidance literature:

With hydrogen; ethylenediamine; In ethanol; water; stereoselective reaction;

DOI:10.1055/s-0030-1259912

Reference yield: 91.52%

methyl ester of azelaic acid aldehyde (1931-63-1) + triphenylheptylphosphonium bromide (13423-48-8) → (Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1)

Guidance literature:

triphenylheptylphosphonium bromide; With sodium amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 1.5h;

methyl ester of azelaic acid aldehyde; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -73 - 20 ℃;

Reference yield: 79.0%

cis-9-hexadecenoic acid (373-49-9,2091-29-4) + diazomethyl-trimethyl-silane (18107-18-1) → (Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1)

Guidance literature:

In methanol; diethyl ether; toluene; at 0 - 20 ℃; for 0.5h;

DOI:10.1021/acs.orglett.9b01914

upstream raw materials:

methyl ester of azelaic acid aldehyde

triphenylheptylphosphonium bromide

methanol

cis-9-hexadecenoic acid

Downstream raw materials:

(+/-)-threo-9,10-Dihydroxy-hexadecansaeure

azelaic acid

oenanthic acid

1-decanoic acid

Refernces

• 1、 Taveira, Marcos,Silva, Luis R.,Vale-Silva, Luis A.,Pinto, Eugenia,Valentao, Patricia,Ferreres, Federico,Guedes De Pinho, Paula,Andrade, Paula B.. "Lycopersicon esculentum Seeds: An industrial byproduct as an antimicrobial agent". . p. 9529 - 9536. Retrieved 2010.
• 2、 Watanabe. "". . p. 1319,1320. Retrieved 1960.
• 3、 Dolke, Franziska,Dong, Chuanfu,Bandi, Siva,Paetz, Christian,Glauser, Gaétan,Von Reu?, Stephan H.. "Ascaroside Signaling in the Bacterivorous Nematode Caenorhabditis remanei Encodes the Growth Phase of Its Bacterial Food Source". supporting information. p. 5832 - 5837. Retrieved 2019/08/26.