Oxacyclohexadec-11-en-2-one, (11E)-

Base Information

• Chemical Name: Oxacyclohexadec-11-en-2-one, (11E)-
• CAS No.: 76293-72-6
• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37
• Mol file: 76293-72-6.mol

Synonyms:

Chemical Property of Oxacyclohexadec-11-en-2-one, (11E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Oxacyclohexadec-11-en-2-one, (11E)-

There total 2 articles about Oxacyclohexadec-11-en-2-one, (11E)- 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: 97.0%

1-hydroperoxy-16-oxabicyclo[10.4.0]hexadecane (174390-08-0,32539-80-3) → oxacyclohexadec-13-en-2-one (32539-78-9,423773-57-3) + (E/Z)-oxacyclohexadec-11-en-2-one (76293-72-6,76293-73-7,4941-77-9)

Guidance literature:

With PEG₄₀₀; 4-methyl-2-pentanone; copper diacetate; at 85 - 118 ℃; for 0.5h; under 412.541 Torr; Heating / reflux;

1-hydroperoxy-16-oxabicyclo[10.4.0]hexadecane; In water; at 0 - 90 ℃; under 262.526 Torr; Product distribution / selectivity;

Reference yield: 65.0%

hex-5-en-1-yl undec-10-enoate (76293-70-4) → ethene (74-85-1) + (E/Z)-oxacyclohexadec-11-en-2-one (76293-72-6,76293-73-7,4941-77-9)

Guidance literature:

tetramethylstannane; tungsten(VI) chloride; In chlorobenzene; at 75 ℃; for 12h; c= 0.006 mol/l;

DOI:10.1016/S0040-4039(00)77818-X

Reference yield: 99.0%

(E/Z)-oxacyclohexadec-11-en-2-one (76293-72-6,76293-73-7,4941-77-9) → pentadecanolide (106-02-5,81031-90-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethyl acetate; at 20 ℃; for 16h; under 760.051 Torr; Solvent; Concentration; Schlenk technique; Glovebox;

DOI:10.1039/c8cy02115e

upstream raw materials:

hex-5-en-1-yl undec-10-enoate

1-hydroperoxy-16-oxabicyclo[10.4.0]hexadecane

Downstream raw materials:

pentadecanolide

Refernces

• 1、 Villemin, Didier. "SYNTHESE DE MACROLIDES PAR METATHESE.". . p. 1715 - 1718. Retrieved 2007/10/02.