(E)-Tetrahydro-2-(11-tetradecenyloxy)-2H-pyran

Base Information

• Chemical Name: (E)-Tetrahydro-2-(11-tetradecenyloxy)-2H-pyran
• CAS No.: 57586-92-2
• Molecular Formula: C19H36O2
• Molecular Weight: 296.494
• European Community (EC) Number: 260-836-9
• DSSTox Substance ID: DTXSID90886234
• Nikkaji Number: J296.744H
• Mol file: 57586-92-2.mol

Synonyms:57586-92-2;(E)-Tetrahydro-2-(11-tetradecenyloxy)-2H-pyran;EINECS 260-836-9;2H-Pyran, tetrahydro-2-(11-tetradecenyloxy)-, (E)-;(E)-2-((11-Tetradecenyl)oxy)tetrahydro-2H-pyran;2H-Pyran, tetrahydro-2-((11E)-11-tetradecenyloxy)-;2H-Pyran, tetrahydro-2-[(11E)-11-tetradecenyloxy]-;2H-Pyran, tetrahydro-2-((11E)-11-tetradecen-1-yloxy)-;2H-Pyran, tetrahydro-2-[(11E)-11-tetradecen-1-yloxy]-;DTXSID90886234;Tetrahydro-2-[(E)-11-tetradecenyloxy]-2H-pyran

Chemical Property of (E)-Tetrahydro-2-(11-tetradecenyloxy)-2H-pyran

Chemical Property:

• Vapor Pressure: 1.06E-05mmHg at 25°C
• Boiling Point: 382.1°Cat760mmHg
• Flash Point: 122.3°C
• PSA: 18.46000
• Density: 0.9g/cm³
• LogP: 6.00670
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 296.271530387
• Heavy Atom Count: 21
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCCCCCCCCCCOC1CCCCO1
• Isomeric SMILES: CC/C=C/CCCCCCCCCCOC1CCCCO1

Technology Process of (E)-Tetrahydro-2-(11-tetradecenyloxy)-2H-pyran

There total 18 articles about (E)-Tetrahydro-2-(11-tetradecenyloxy)-2H-pyran 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: 60.0%

1(E)-chloro-1-butene (7611-87-2) + C15H29ClMgO2 → 14-tetrahydropyranyloxy-2(E)-tetradecene (57586-92-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; benzene; at 70 ℃; for 4h;

Reference yield: 40.0%

methyllithium (917-54-4) + 1-mesyloxy-13-tetrahydropyranyloxy-2(E)-tridecene (76063-05-3) → 14-tetrahydropyranyloxy-2(E)-tetradecene (57586-92-2)

Guidance literature:

With copper(l) iodide; In diethyl ether; 1) 0 deg C, 4 h 2) r.t.;

Reference yield:

[1-((E)-Propenyl)-11-(tetrahydro-pyran-2-yloxy)-undecyl]-phosphonic acid diethyl ester (57586-82-0) → 14-tetrahydropyranyloxy-2(E)-tetradecene (57586-92-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 1h;

DOI:10.1002/cber.19801130330

upstream raw materials:

2-(8-bromooctyloxy)tetrahydropyran

(E)-1-bromo-3-hexene

1(E)-chloro-1-butene

methyllithium

Downstream raw materials:

(E)-11-tetradecen-1-ol

(E)-tetradec-11-en-1-yl acetate

E,Z-11-tetradecen-1-al

Refernces

• 1、 Vig,Kad,Sabharwal,Dogra,Sharma. "Insect sex pheromones. Stereospecific syntheses of few lepidoptera pheromones containing (E)-Alkene moiety". . p. 233 - 235. Retrieved 2007/10/02.
• 2、 Vig, O. P.,Sharma, M. L.,Verma, N. K.,Malik, Neera. "Synthesis of (E)-11-Tetradecen-1-ol". . p. 581 - 582. Retrieved 2007/10/02.