Octadeca-2,13-dienal

Base Information

• Chemical Name: Octadeca-2,13-dienal
• CAS No.: 99577-57-8
• Molecular Formula: C₁₈H₃₂O
• Molecular Weight: 264.451
• Hs Code.: 2912190090
• European Community (EC) Number: 619-445-2
• DSSTox Substance ID: DTXSID40699553
• Mol file: 99577-57-8.mol

Synonyms:(2E,13Z)-octadeca-2,13-dienal;2E,13Z-18-A1;octadeca-2,13-dienal

Chemical Property of Octadeca-2,13-dienal

Chemical Property:

• PSA: 17.07000
• LogP: 5.99880
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 14
• Exact Mass: 264.245315640
• Heavy Atom Count: 19
• Complexity: 228

Purity/Quality:

99.3% ^*data from raw suppliers

(2E,13Z)-Octadecadienal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CCCCCCCCCCC=CC=O

Technology Process of Octadeca-2,13-dienal

There total 3 articles about Octadeca-2,13-dienal 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%

(2E,13Z)-2,13-octadecadien-1-ol (123551-47-3) → (2E,13Z)-2,13-octadecadienal (99577-57-8)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1002/jlac.199719970120

Reference yield:

(Z)-11-hexadecenal (53939-28-9) → (2E,13Z)-2,13-octadecadienal (99577-57-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / NaH / tetrahydrofuran / 1.) r.t., 30 min, 2.) r.t., 1 h

2: 96 percent / (i-Bu)2AlH / toluene / 1 h / -78 °C

3: 95 percent / PCC / CH₂Cl₂ / 3 h / Ambient temperature

With sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1002/jlac.199719970120

Reference yield:

ethyl ester trans-2,cis-13-octadecadienoic acid (118971-63-4) → (2E,13Z)-2,13-octadecadienal (99577-57-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / (i-Bu)2AlH / toluene / 1 h / -78 °C

2: 95 percent / PCC / CH₂Cl₂ / 3 h / Ambient temperature

With diisobutylaluminium hydride; pyridinium chlorochromate; In dichloromethane; toluene;

DOI:10.1002/jlac.199719970120

upstream raw materials:

(2E,13Z)-2,13-octadecadien-1-ol

(Z)-11-hexadecenal

ethyl ester trans-2,cis-13-octadecadienoic acid

Downstream raw materials:

(2E,13Z)-2,13-octadecadien-1-ol

Refernces

• 1、 Takikawa, Hirosato,Takenaka, Motonobu,Mori, Kenji. "Pheromone synthesis, CLXXV: Synthesis of koiganal I and II, the sex pheromone components of the webbing clothes moth". . p. 139 - 140. Retrieved 2007/10/03.