Oxacyclotridecan-2-one

Base Information

• Chemical Name: Oxacyclotridecan-2-one
• CAS No.: 947-05-7
• Molecular Formula: C12H22 O2
• Molecular Weight: 198.305
• Hs Code.: 2932209090
• European Community (EC) Number: 628-269-5
• DSSTox Substance ID: DTXSID70241569
• Nikkaji Number: J254.029K
• Mol file: 947-05-7.mol

Synonyms:Oxacyclotridecan-2-one;947-05-7;Dodecanolactone;1-oxacyclotridecan-2-one;Oxacyclotridecan-2-one, homopolymer;36486-89-2;dodecanolid;dodecanolide;12-dodecanolide;dodecan-12-olide;SCHEMBL441434;Oxacyclotridecan-2-one, 98%;DTXSID70241569;12-Hydroxydodecanoic acid lactone;AKOS015855291

Chemical Property of Oxacyclotridecan-2-one

Chemical Property:

• Vapor Pressure: 0.00931mmHg at 25°C
• Melting Point: 2-3 °C(lit.)
• Refractive Index: n20/D 1.472(lit.)
• Boiling Point: 150-151 °C23 mm Hg(lit.)
• Flash Point: 123.9°C
• PSA: 26.30000
• Density: 0.908g/cm³
• LogP: 3.44420
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 198.161979940
• Heavy Atom Count: 14
• Complexity: 154

Purity/Quality:

98%,99%, ^*data from raw suppliers

Oxacyclotridecan-2-one 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCCCCC(=O)OCCCCC1
• Uses: Oxacyclotridecan-2-one may be used in the synthesis of fatty acid derivative, (E)-11-methyl-12-octadecenoic acid.

Technology Process of Oxacyclotridecan-2-one

There total 7 articles about Oxacyclotridecan-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: 92.0%

C22H35NO5S → oxacyclotridecan-2-one (947-05-7) + N-methyl-N-tosylacetamide (16697-83-9)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 4h;

Reference yield: 81.0%

Acrylic acid 9-iodo-nonyl ester (133123-00-9) → oxacyclotridecan-2-one (947-05-7) + n-nonyl acrylate (2664-55-3) + 1,14-dioxacyclohexacosane-2,15-dione (807-04-5)

Guidance literature:

With sodium cyanoborohydride; In methanol; for 3h; Ambient temperature; Irradiation;

DOI:10.1246/cl.1994.1789

Reference yield: 77.0%

cyclododecanone (830-13-7) → oxacyclotridecan-2-one (947-05-7) + 12-hydroxydodecanoic acid (505-95-3) + 1,12-dodecanedioic acid (693-23-2)

Guidance literature:

With maleic anhydride; dihydrogen peroxide; In dichloromethane; acetic anhydride; for 15h; Heating;

upstream raw materials:

diethyl ether

cyclododecanone

Acrylic acid 9-iodo-nonyl ester

9-bromononan-1-ol

Downstream raw materials:

methyl 12-trityloxydodecanoate

12-triphenylmethyloxydodecanoic acid

ethyl 12-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)dodecanoate

C₂₂H₃₁ClO₅

Refernces

• 1、 -. "PROCESS FOR PRODUCING DODECANE-1, 12-DIOL BY REDUCTION OF LAURYL LACTONE PRODUCED FROM THE OXIDATION OF CYCLODODECANONE". Paragraph 00126. . Retrieved 2013/08/15.
• 2、 Abe, Motoji,Hayashikoshi, Takaoki,Kurata, Takeo. "A New Synthetic Method of Macrocyclic Lactones from ω-Iodoalkylacrylates". . p. 1789 - 1792. Retrieved 2007/10/02.