cis-9-Octadecene

Base Information

• Chemical Name: cis-9-Octadecene
• CAS No.: 1779-13-1
• Molecular Formula: C18H36
• Molecular Weight: 252.484
• DSSTox Substance ID: DTXSID701316530
• Nikkaji Number: J363.986J
• Wikidata: Q27117202
• Metabolomics Workbench ID: 4814
• Mol file: 1779-13-1.mol

Synonyms:cis-9-Octadecene;(Z)-9-Octadecene;cis-octadec-9-ene;9Z-Octadecene;1779-13-1;(Z)-octadec-9-ene;(9Z)-9-Octadecene;(9Z)-octadec-9-ene;CHEBI:37604;HSNQNPCNYIJJHT-ZCXUNETKSA-N;DTXSID701316530;LMFA11000113;Q27117202

Chemical Property of cis-9-Octadecene

Chemical Property:

• Vapor Pressure: 0.000534mmHg at 25°C
• Boiling Point: 322.2oC at 760 mmHg
• Flash Point: 150.4oC
• PSA: 0.00000
• Density: 0.79g/cm3
• LogP: 7.04380
• XLogP3: 9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 14
• Exact Mass: 252.281701148
• Heavy Atom Count: 18
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC

Technology Process of cis-9-Octadecene

There total 21 articles about cis-9-Octadecene 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: 85.0%

octylmagnesium bromide (17049-49-9) + (Z)-1,2-bis(ethylseleno)ethene (175538-67-7) → decane (124-18-5) + octadeca-9Z-ene (1779-13-1) + Hexadecane (544-76-3)

Guidance literature:

With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In diethyl ether; at 20 ℃; for 9h;

DOI:10.1016/S0022-328X(03)00179-7

Reference yield: 25.0%

Methyl oleate (112-62-9) → octadeca-9Z-ene (1779-13-1) + dimethyl (Z)-octadec-9-ene-1,18-dioate (13481-97-5,24753-49-9,40393-46-2)

Guidance literature:

With tetradecane; C₄₃H₄₆N₂ORuS₂; In tetrahydrofuran; for 1h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/acs.organomet.7b00555

Reference yield: 23.0%

Methyl oleate (112-62-9) → octadeca-9Z-ene (1779-13-1) + dimethyl (Z)-octadec-9-ene-1,18-dioate (13481-97-5,24753-49-9,40393-46-2) + Dimethyl (E)-octadec-9-enedioate (24753-49-9)

Guidance literature:

With tetradecane; C₄₅H₄₆N₂ORuS₂; In tetrahydrofuran; for 2h; Reagent/catalyst; Overall yield = 23 %; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/acs.organomet.7b00555

upstream raw materials:

Methyl oleate

1-Decene

1-pentadecene

2,3-Dioctyl-thiirane

Downstream raw materials:

(9S,10S)-10-Phenylselanyl-octadecan-9-ol

oleyl acetate