Oxacycloheptadec-10-en-2-one

Base Information

• Chemical Name: Oxacycloheptadec-10-en-2-one
• CAS No.: 28645-51-4
• Molecular Formula: C16H28O2
• Molecular Weight: 252.397
• Hs Code.: 2932999099
• European Community (EC) Number: 249-120-7
• NSC Number: 31697
• UNII: 9UY96U8Y3J
• Nikkaji Number: J250.748J
• Wikidata: Q27273257
• Metabolomics Workbench ID: 45441
• Mol file: 28645-51-4.mol

Synonyms:Isoambrettolide;Oxacycloheptadec-10-en-2-one;Cis-isoambrettolide;(10Z)-1-oxacycloheptadec-10-en-2-one;Isoambrettolide, (Z)-;FEMA no. 4145, Z-;28645-51-4;UNII-9UY96U8Y3J;Oxacycloheptadec-10-en-2-one, (Z)-;9UY96U8Y3J;Oxacycloheptadec-10-en-2-one, (10Z)-;UNII-0DI2GU512F;FEMA No. 2555;omega-6-Hexadecenlactone (natural);EINECS 249-120-7;NSC 31697;93635-21-3;9-Hexadecenoic acid, 16-hydroxy-, o-lactone;oxacycloheptadec-10-ene-2-one;oxacycloheptadec - 10 - en - 2 - one;(Z)-isoambrettolide;oxacycloheptadec-10-en-2-on;SCHEMBL443515;0DI2GU512F;9-Hexadecenoic acid, o-lactone;CHEBI:192212;QILMAYXCYBTEDM-IWQZZHSRSA-N;1-Oxacycloheptadeca-10-en-2-one;10Z-oxacydoheptadec-10-en-2-one;NSC31697;NSC-31697;(9Z)-17-oxacycloheptadec-9-en-1-one;Delta9-Isoambrettolic acid, lactone (6CI);9-Hexadecenoic acid, 16-hydroxy-, O-lactone (7CI);Q27273257

Chemical Property of Oxacycloheptadec-10-en-2-one

Chemical Property:

• Vapor Pressure: 1.39E-06mmHg at 25°C
• Refractive Index: n20/D 1.479(lit.)
• Boiling Point: 399.2 °C at 760 mmHg
• Flash Point: 168.2 °C
• PSA: 26.30000
• Density: 0.893 g/cm³
• LogP: 4.78060
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Methanol (Sparingly)
• Water Solubility.: 15μg/L at 25℃
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 252.208930132
• Heavy Atom Count: 18
• Complexity: 233

Purity/Quality:

99.9% ^*data from raw suppliers

OXACYCLOHEPTADEC-10-EN-2-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC=CCCCCCCOC(=O)CCC1
• Isomeric SMILES: C1CCC/C=C\CCCCCCOC(=O)CCC1
• Uses: Ambrettolide is a macrocyclic lactone that naturally occurs in ambrette seed oil. Ambrettolide is nontoxic, has a musky odour, and is commonly used as a fixative in perfume formulations.

Technology Process of Oxacycloheptadec-10-en-2-one

There total 21 articles about Oxacycloheptadec-10-en-2-one 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: 90.0%

oct-7-en-1-yl oleate → (10E/Z)-oxacycloheptadec-10-en-2-one (28645-51-4)

Guidance literature:

With 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)dichloro(5-nitro-2-isopropoxyphenylmethylene)ruthenium; 2,3,5,6-tetrafluoro-1,4-benzoquinone; In toluene; at 50 ℃; for 5h; Inert atmosphere; Schlenk technique;

Reference yield: 87.0%

threo-9,10-thiocarbonyldioxyheptadecan-16-olide → (10E/Z)-oxacycloheptadec-10-en-2-one (28645-51-4)

Guidance literature:

With phosphorous acid trimethyl ester; at 140 ℃; for 25h;

DOI:10.1016/j.tet.2006.04.077

Reference yield: 77.0%

oct-7-en-1-yl dec-9-enoate → (10E/Z)-oxacycloheptadec-10-en-2-one (28645-51-4)

Guidance literature:

With 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)dichloro(5-nitro-2-isopropoxyphenylmethylene)ruthenium; 2,3,5,6-tetrafluoro-1,4-benzoquinone; In toluene; at 50 ℃; for 5h; Inert atmosphere; Schlenk technique;

upstream raw materials:

16-hydroxy-9-hexadecenoic acid

2-Dimethylamino-tetradecahydro-1,3,10-trioxa-cyclopentacycloheptadecen-11-one

16-chloro-(E)-9-hexadecenoic acid

threo-9,10,16-trihydroxyhexadecanoic acid

Downstream raw materials:

15-hexadecanolide

16-Hydroxypalmitinsaeurehydrazid

Refernces

• 1、 Sytniczuk, Adrian,Dabrowski, Micha?,Banach, ?ukasz,Urban, Mateusz,Czarnocka-?niada?a, Sylwia,Milewski, Mariusz,Kajetanowicz, Anna,Grela, Karol. "At Long Last: Olefin Metathesis Macrocyclization at High Concentration". . p. 8895 - 8901. Retrieved 2018/07/05.
• 2、 -. "Synthesis method of 16-hydroxy-9-ene-hexadeca-carboxylate". Paragraph 0035; 0036; 0046. . Retrieved 2017/08/28.