(Z)-11-Octadecenal

Base Information

• Chemical Name: (Z)-11-Octadecenal
• CAS No.: 4273-95-4
• Molecular Formula: C18H34O
• Molecular Weight: 266.46
• Metabolomics Workbench ID: 3629
• Nikkaji Number: J1.347.159B
• Mol file: 4273-95-4.mol

Synonyms:(Z)-11-Octadecenal;4273-95-4;(Z)-octadec-11-enal;11Z-Octadecenal;(11Z)-Octadecenal;cis-11-Octadecenal;OCTADEC-11-ENAL;11-Octadecenal, (Z)-;SCHEMBL388007;LMFA06000236

Chemical Property of (Z)-11-Octadecenal

Chemical Property:

• Vapor Pressure: 3E-05mmHg at 25°C
• Boiling Point: 356°C at 760 mmHg
• Flash Point: 179.2°C
• Density: 0.841g/cm³
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 15
• Exact Mass: 266.260965704
• Heavy Atom Count: 19
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

(Z)-11-Octadecenal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCCCC=O
• Isomeric SMILES: CCCCCC/C=C\CCCCCCCCCC=O
• Uses: (Z)-11-Octadecenal is a component of the sex pheromone of the Japanese rice leaffolder moth, Cnaphalocrocis medinalis Guenee (Lepidoptera: Pyralidae).

Technology Process of (Z)-11-Octadecenal

There total 31 articles about (Z)-11-Octadecenal 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: 95.0%

(Z)-octadec-11-en-1-ol (62972-93-4) → (Z)-11-octadecenal (4273-95-4)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 2h; Ambient temperature;

Reference yield:

1-<(Tetrahydro-2H-pyran-2-yl)oxy>-11-octadecyne (84999-78-0) → (Z)-11-octadecenal (4273-95-4)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TSA / methanol

2: H₂ / Pd/BaSO₄

3: PDC

With dipyridinium dichromate; hydrogen; toluene-4-sulfonic acid; Pd-BaSO₄; In methanol; 1: Hydrolysis / 2: Catalytic hydrogenation / 3: Oxidation;

DOI:10.1007/BF02055098

Reference yield:

1-hydroxy octadec 11-yne (84999-79-1) → (Z)-11-octadecenal (4273-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/BaSO₄

2: PDC

With dipyridinium dichromate; hydrogen; Pd-BaSO₄; 1: Catalytic hydrogenation / 2: Oxidation;

DOI:10.1007/BF02055098

upstream raw materials:

(Z)-octadec-11-en-1-ol

1-bromo-10-decanol

1-bromo-10-(tetrahydropyranyloxy)decane

1-hydroxy octadec 11-yne

Refernces

• 1、 Ho,Tao,Tsai,Wu,Tseng,Chow. "Isolation, identification, and synthesis of sex pheromone components of female tea cluster caterpillar, andraca bipunctata walker (lepidoptera: bombycidae) in Taiwan". . p. 271 - 285. Retrieved 2007/10/03.
• 2、 Yadav, J. S.,Balakrishnan, Kamalam,Sivadasan, Latha. "Synthesis of (E,E)-10,12-hexadecadienal and (Z)-11-octadecenal". . p. 297 - 302. Retrieved 2007/10/02.