13-Oxabicyclo[10.1.0]tridecane

Base Information

• Chemical Name: 13-Oxabicyclo[10.1.0]tridecane
• CAS No.: 286-99-7
• Molecular Formula: C12H22O
• Molecular Weight: 182.306
• Hs Code.: 2932999099
• European Community (EC) Number: 206-012-4
• NSC Number: 521077
• DSSTox Substance ID: DTXSID00883355
• Nikkaji Number: J113.652F
• Mol file: 286-99-7.mol

Synonyms:13-Oxabicyclo[10.1.0]tridecane;1,2-Epoxycyclododecane;286-99-7;Cyclododecene oxide;Epoxycyclododecane;Cyclododecene epoxide;CYCLODODECANE EPOXIDE;Cyclododecane, 1,2-epoxy-;CCRIS 3754;13-Oxabicyclo(10.1.0)tridecane;EINECS 206-012-4;NSC 521077;AI3-26439;epoxy-cyclododecane;monoepoxycyclododecane;Cyclododecane,2-epoxy-;1,2-epoxy-cyclododecane;1,2 - epoxycyclododecane;C12OC1CCCCCCCCCC2;SCHEMBL51258;Cyclododecene oxide, cis + trans;DTXSID00883355;MFCD00005116;NSC521077;STK046368;AKOS005384752;NSC-521077;LS-188120;CS-0318215;E0322;FT-0606445;D90482;1,2-Epoxycyclododecane (cis+trans), >=95% (GC);J-640013;J-800014;1,2-Epoxycyclododecane, (cis+trans), >=95% (GC)

Chemical Property of 13-Oxabicyclo[10.1.0]tridecane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.0691mmHg at 25°C
• Melting Point: -7 °C
• Refractive Index: n20/D 1.481
• Boiling Point: 274-276 °C(lit.)
• Flash Point: 113 ºC
• PSA: 12.53000
• Density: 0.947
• LogP: 3.66840
• Storage Temp.: Store below +30°C.
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 182.167065321
• Heavy Atom Count: 13
• Complexity: 128

Purity/Quality:

99.9% ^*data from raw suppliers

1,2-Epoxycyclododecane (mixture of isomers) >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCCCCC2C(O2)CCCC1

Technology Process of 13-Oxabicyclo[10.1.0]tridecane

There total 26 articles about 13-Oxabicyclo[10.1.0]tridecane 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: 100.0%

cyclododecene (1501-82-2) → 1,2-epoxycyclododecane (286-99-7)

Guidance literature:

With tert.-butylhydroperoxide; In toluene; at 79.84 ℃; for 4.83333h; Temperature; Concentration;

DOI:10.1016/j.cattod.2014.12.029

Reference yield: 97.0%

cis-cyclododecene (1129-89-1) → 1,2-epoxycyclododecane (286-99-7)

Guidance literature:

With dihydrogen peroxide; teterabutylammonium; In acetonitrile; at 31.85 ℃; for 4h;

DOI:10.1002/chem.200600384

Reference yield: 85.0%

(3aR,13aR)-Dodecahydro-1,3-dioxa-2-thia-cyclopentacyclododecene 2,2-dioxide → 1,2-epoxycyclododecane (286-99-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 26h;

DOI:10.1080/00397910008087077

upstream raw materials:

1,2-epoxy-5,9-cyclododecadiene

cis-cyclododecene

Cyclododecyl phenyl selenide

cyclododecene

Downstream raw materials:

(E)-2-cyclododecen-1-ol

cis,trans-1,3-cyclododecadiene

cyclododecanone

2-hydroxycyclododecanone

Refernces

• 1、 Zhao, Shen,Jia, Yueqing,Song, Yu-Fei. "Highly efficient and selective oxidation of various substrates under mild conditions using a lanthanum-containing polyoxometalate as catalyst". . p. 188 - 194. Retrieved 2013.
• 2、 Stubbs, Amanda W.,Braglia, Luca,Borfecchia, Elisa,Meyer, Randall J.,Román-Leshkov, Yuriy,Lamberti, Carlo,Dincǎ, Mircea. "Selective Catalytic Olefin Epoxidation with MnII-Exchanged MOF-5". . p. 596 - 601. Retrieved 2018.
• 3、 Timofeeva,Pai,Tolstikov,Kustova,Selivanova,Berdnikova,Brylyakov,Shangina,Utkin. "Epoxidation of cycloolefins with hydrogen peroxide in the presence of heteropoly acids combined with phase transfer catalyst". . p. 480 - 486. Retrieved 2003.
• 4、 Zhang, Haifu,He, Jie,Lu, Xinhuan,Yang, Lu,Wang, Chenlong,Yue, Fanfan,Zhou, Dan,Xia, Qinghua. "Fast-synthesis and catalytic property of heterogeneous Co-MOF catalysts for the epoxidation of α-pinene with air". . p. 17413 - 17421. Retrieved 2020/11/02.