(8Z,11Z,14Z)-Heptadecatrienal

Base Information

• Chemical Name: (8Z,11Z,14Z)-Heptadecatrienal
• CAS No.: 56797-44-5
• Molecular Formula: C17H28O
• Molecular Weight: 248.40400
• DSSTox Substance ID: DTXSID301288694
• Wikidata: Q27145788
• Metabolomics Workbench ID: 3509
• Mol file: 56797-44-5.mol

Synonyms:(8Z,11Z,14Z)-Heptadecatrienal;8Z,11Z,14Z-heptadecatrienal;56797-44-5;(8Z,11Z,14Z)-8,11,14-Heptadecatrienal;Heptadecatrienal;(8Z,11Z,14Z)-heptadeca-8,11,14-trienal;8,11,14-Heptadecatrienal, (8Z,11Z,14Z)-;norlinolenic aldehyde;CHEBI:76151;NIPNNUONNZABRE-PDBXOOCHSA-N;DTXSID301288694;LMFA06000111;(z,z,z)-8,11,14-heptadecatrienal;(Z,Z,Z) 8,11,14-heptadecatrienal;Q27145788

Chemical Property of (8Z,11Z,14Z)-Heptadecatrienal

Chemical Property:

• Boiling Point: 352.7±21.0 °C(Predicted)
• PSA: 17.07000
• Density: 0.864±0.06 g/cm3(Predicted)
• LogP: 5.38470
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 248.214015512
• Heavy Atom Count: 18
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCCCCCCC=O
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCC=O

Technology Process of (8Z,11Z,14Z)-Heptadecatrienal

There total 15 articles about (8Z,11Z,14Z)-Heptadecatrienal 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: 73.0%

(8Z,11Z,14Z)-8,11,14-heptadecatrien-1-ol (133585-84-9) → (8Z,11Z,14Z)-8,11,14-heptadecatrienal (56797-44-5)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1271/bbb.69.1348

Reference yield: 6.0%

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → (8Z,11Z,14Z)-8,11,14-heptadecatrienal (56797-44-5) + (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid (67597-26-6) + (8Z,11Z,14Z)-heptadeca-8,11,14-trienoic acid (22324-72-7)

Guidance literature:

lipoxygenase from infected pumpkins;

DOI:10.1246/cl.1994.761

Reference yield:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → (8Z,11Z,14Z)-8,11,14-heptadecatrienal (56797-44-5)

Guidance literature:

With enzyme solution from Ulva petrusa; at 35 ℃; for 1h;

DOI:10.1016/0031-9422(88)80419-9

upstream raw materials:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

(9Z,12Z,15Z)-Octadeca-9,12,15-triene-1,2-diol

(8Z,11Z,14Z)-8,11,14-heptadecatrien-1-ol

8,11,14-heptadecatriyn-1-ol

Refernces

• 1、 Akakabe, Yoshihiko,Washizu, Kensuke,Matsui, Kenji,Kajiwara, Tadahiko. "Concise synthesis of (8Z,11Z,14Z)-8,11,14-heptadecatrienal, (7Z,10Z,13Z)-7,10,13-hexadecatrienal, and (8Z,11Z)-8,11-heptadecadienal, components of the essential oil of marine green alga Ulva pertusa". . p. 1348 - 1352. Retrieved 2008/02/01.
• 2、 Kajiwara, Tadahiko,Yoshikawa, Hiroshi,Matsui, Kenji,Hatanaka, Akikazu,Kawai, Tetsuo. "SPECIFICITY OF THE ENZYME SYSTEM PRODUCING LONG CHAIN ALDEHYDES IN THE GREEN ALGA, ULVA PERTUSA". . p. 407 - 410. Retrieved 2007/10/02.