(z)-13-Octadecenyl acetate

Base Information

• Chemical Name: (z)-13-Octadecenyl acetate
• CAS No.: 60037-58-3
• Molecular Formula: C20H38 O2
• Molecular Weight: 310.521
• Hs Code.: 2915390090
• UNII: IV05LXA90J
• DSSTox Substance ID: DTXSID7035777
• Nikkaji Number: J2.225.111B
• Metabolomics Workbench ID: 4033
• Mol file: 60037-58-3.mol

Synonyms:60037-58-3;13Z-Octadecenyl acetate;(z)-13-octadecenyl acetate;Z-13-Octadecen-1-yl acetate;[(Z)-octadec-13-enyl] acetate;(Z)-Octadec-13-en-1-yl acetate;(13Z)-Octadecenyl Acetate;13-Octadecenyl acetate, (13Z)-;(Z)-13-Octadecen-1-yl acetate;UNII-IV05LXA90J;IV05LXA90J;13-Octadecen-1-ol, acetate, (13Z)-;13-Octadecen-1-ol, 1-acetate, (13Z)-;(Z)-13-Octadecen-1-ol acetate;13-Octadecen-1-ol, acetate, (Z)-;Z-13-octadecenyl acetate;Z-13-Octadecen-1-ol acetate;SCHEMBL592603;(13Z)-13-Octadecenyl acetate;DTXSID7035777;(Z)-13-Octadecen-1-ol acetato;CHEBI:180268;PPNRRQMJESAXGJ-SREVYHEPSA-N;(13Z)-13-Octadecenyl acetate #;13-Octadecen-1-ol acetate (Z)-;13-Octadecen-1-ol acetato,(Z)-;Z-13-OCTADECEN-1-YLACETATE;LMFA07010388;13-Octadecen-1-ol acetato,(13Z)-;Acetic acid (Z)-13-octadecenyl ester;OCTADECENYL ACETATE, (Z)-13-;BS-49331;13-octadecen-1-ol, 1-acetato, (13z)-;13-Octadecen-1-ol acetate (13Z)-(9CI);CS-0162003;E75974;Q27280906

Chemical Property of (z)-13-Octadecenyl acetate

Chemical Property:

• Vapor Pressure: 5.82E-06mmHg at 25°C
• Boiling Point: 379.5oC at 760 mmHg
• Flash Point: 87.8oC
• PSA: 26.30000
• Density: 0.872g/cm3
• LogP: 6.58700
• XLogP3: 8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 310.287180451
• Heavy Atom Count: 22
• Complexity: 258

Purity/Quality:

98%,99%, ^*data from raw suppliers

(13Z)-OctadecenylAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CCCCCCCCCCCCCOC(=O)C
• Isomeric SMILES: CCCC/C=C\CCCCCCCCCCCCOC(=O)C
• Uses: (13Z)-Octadecenyl Acetate can be used in synthetic preparation for stereoselective synthesis of Cnaphalocrocis sex pheromone components from cyclooctadiene.

Technology Process of (z)-13-Octadecenyl acetate

There total 18 articles about (z)-13-Octadecenyl acetate 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%

(Z)-octadec-13-en-1-ol (69820-27-5) + acetic anhydride (108-24-7) → (Z)-13-octadecen-1-yl acetate (60037-58-3,155055-36-0)

Guidance literature:

With pyridine; for 24h; Ambient temperature;

Reference yield:

1-tetrahydropyranyloxy-13-(Z)-octadecene (130253-49-5) → (Z)-13-octadecen-1-yl acetate (60037-58-3,155055-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / pyridinium p-toluenesulfonate / methanol / 6 h / 55 °C

2: 86 percent / pyridine / CH₂Cl₂ / 5 h / Ambient temperature

With pyridine; pyridinium p-toluenesulfonate; In methanol; dichloromethane;

Reference yield:

cis-13-docosenoic acid (112-86-7) → (Z)-13-octadecen-1-yl acetate (60037-58-3,155055-36-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / 30percent H₂O₂, HCOOH

2: 89 percent / aq. Na₂CO₃, H₃PO₄, NaIO₄

3: 1.) NaH, DMSO

4: PTS

5: 90 percent / LiAlH₄ (LAH) / diethyl ether

6: 100 percent / pyridine / 24 h / Ambient temperature

With pyridine; sodium periodate; lithium aluminium tetrahydride; formic acid; phosphoric acid; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; sodium carbonate; dimethyl sulfoxide; In diethyl ether;

upstream raw materials:

(Z)-octadec-13-en-1-ol

acetic anhydride

cis-13-docosenoic acid

13,14-dihydroxy-behenic acid

Refernces

• 1、 Subbaraman, A S,Mithran, S,Mamdapur, V R. "Erucic acid, a cheap source of synthetic pheromones". . p. 865 - 866. Retrieved 2007/10/02.