11-OCTADECYN-1-OL

Base Information

• Chemical Name: 11-OCTADECYN-1-OL
• CAS No.: 62972-93-4
• Molecular Formula: C18H34O2
• Molecular Weight: 268.483
• Hs Code.: 2905290000
• European Community (EC) Number: 211-758-9
• UNII: GQ72OGU4EV
• DSSTox Substance ID: DTXSID301009341
• Metabolomics Workbench ID: 510
• NCI Thesaurus Code: C68438
• Nikkaji Number: J6.936A,J327.304K
• Wikidata: Q419047
• Wikipedia: Vaccenic_acid
• Mol file: 62972-93-4.mol

Synonyms:(Z)-11-Octadecen-1-ol;

Chemical Property of 11-OCTADECYN-1-OL

Chemical Property:

• Boiling Point: 398.2°Cat760mmHg
• Flash Point: 295°C
• PSA: 20.23000
• Density: 0.899g/cm³
• LogP: 6.01620
• Storage Temp.: −20°C
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 282.255880323
• Heavy Atom Count: 20
• Complexity: 234

Purity/Quality:

98.5% ^*data from raw suppliers

(Z)-11-Octadecen-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCCCC(=O)O
• Isomeric SMILES: CCCCCC/C=C/CCCCCCCCCC(=O)O
• Recent ClinicalTrials: A Study Of Different Doses Of UK-453, 061 Plus Truvada Compared To Efavirenz Plus Truvada In Patients Who Have Not Been Previously Treated For HIV-1
• Uses: (Z)-11-Octadecen-1-ol is used in the synthesis of cis-Vaccenyl acetate, a female-produced sex attractant pheromone component of the cerambycid beetle Ortholeptura valida (LeConte).

Technology Process of 11-OCTADECYN-1-OL

There total 42 articles about 11-OCTADECYN-1-OL 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: 96.0%

1-hydroxy octadec 11-yne (84999-79-1) → (Z)-octadec-11-en-1-ol (62972-93-4)

Guidance literature:

With hydrogen; Pd-BaSO₄; In methanol;

Reference yield: 94.0%

methyl (Z)-vaccenate (6198-58-9,52380-33-3,1937-63-9) → (Z)-octadec-11-en-1-ol (62972-93-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1007/BF01558085

Reference yield: 88.0%

18-tetrahydropyranyloxy-7(Z)-octadecene → (Z)-octadec-11-en-1-ol (62972-93-4)

Guidance literature:

With pyridinium p-toluenesulfonate; In ethanol; at 80 ℃;

DOI:10.5012/bkcs.2011.32.8.3120

upstream raw materials:

octadeca-1,11c-diene

methyl (Z)-vaccenate

octadec-11-ynal

1-hydroxy octadec 11-yne

Downstream raw materials:

(Z)-octadec-11-enyl methanesulfonate

(Z)-11-octadecenal

(Z)-11-octadecen-1-yl acetate

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、 Grigor'eva, N. Ya.,Tsiklauri, P. G.,Buevich, A. V.. "Synthesis of Z-11-octadecenal, the sex pheromone of the wax moth". . p. 1079 - 1080. Retrieved 2007/10/02.