7,8,15,16-Tetraoxadispiro[5.2.5.2]hexadecane

Base Information

• Chemical Name: 7,8,15,16-Tetraoxadispiro[5.2.5.2]hexadecane
• CAS No.: 183-84-6
• Deprecated CAS: 51279-65-3
• Molecular Formula: C12H20O4
• Molecular Weight: 228.288
• European Community (EC) Number: 606-004-4
• NSC Number: 236595
• DSSTox Substance ID: DTXSID4059750
• Nikkaji Number: J275.801F
• Wikidata: Q81988950
• ChEMBL ID: CHEMBL22590
• Mol file: 183-84-6.mol

Synonyms:183-84-6;7,8,15,16-Tetraoxadispiro[5.2.5.2]hexadecane;Dicyclohexylidene diperoxide;7,8,15,16-tetraoxadispiro[5.2.59.26]hexadecane;7,8,15,16-Tetraoxadispiro(5.2.5.2)hexadecane;Bis[cyclohexylidene]peroxide;Cyclohexanone peroxide dimer;Dicyclohexanone Diperoxide;Dimeric cyclohexanone peroxide;CHEMBL22590;SCHEMBL416977;DTXSID4059750;Cyclohexanone peroxide cyclic dimer;NSC236595;NSC 236595;NSC-236595;7,15,16-Tetraoxadispiro[5.2.5.2]hexadecane;7,8,15,16-Tetraoxa-dispiro[5.2.5.2]hexadecane

Chemical Property of 7,8,15,16-Tetraoxadispiro[5.2.5.2]hexadecane

Chemical Property:

• Vapor Pressure: 0.00333mmHg at 25°C
• Refractive Index: 1.507
• Boiling Point: 291.8°Cat760mmHg
• Flash Point: 113.4°C
• PSA: 36.92000
• Density: 1.16g/cm³
• LogP: 3.21720
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 228.13615911
• Heavy Atom Count: 16
• Complexity: 203

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)OOC3(CCCCC3)OO2

Technology Process of 7,8,15,16-Tetraoxadispiro[5.2.5.2]hexadecane

There total 21 articles about 7,8,15,16-Tetraoxadispiro[5.2.5.2]hexadecane 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: 89.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → Cyclohexanone diperoxide (183-84-6) + cyclohexanone triperoxide (182-01-4)

Guidance literature:

With dihydrogen peroxide; nitric acid; In isopar G; water; acetic acid; at 15 - 20 ℃; for 1.76667 - 2.25h; Product distribution / selectivity;

Reference yield: 38.0%

6-tert-butyl-1-oxaspiro[2.5]octane (2815-45-4) + 1,1'-dihydroxycyclohexyl peroxide (2407-94-5) → Cyclohexanone diperoxide (183-84-6) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 3-tert-Butyl-7,8,15-trioxa-dispiro[5.2.5.2]hexadecane (121744-27-2)

Guidance literature:

With chlorosulfonic acid; tungsten(VI) oxide; In dichloromethane; at 25 ℃; for 5h; Yields of byproduct given;

Reference yield: 36.0%

1,1-dihydroperoxycyclohexane (2699-11-8) → Cyclohexanone diperoxide (183-84-6) + bis-(1-hydroperoxycyclohexyl)peroxide (2699-12-9) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1007/s11172-005-0383-4

upstream raw materials:

1-oxaspiro(2.5)octane

1,1'-dihydroxycyclohexyl peroxide

styrene oxide

6-tert-butyl-1-oxaspiro[2.5]octane

Downstream raw materials:

hexahydro-2H-oxepin-2-one

oxacyclododecan-2-one

cyclodecane

cyclohexanone

Refernces

• 1、 Otomo, Ryoichi,Kosugi, Ryota,Kamiya, Yuichi,Tatsumi, Takashi,Yokoi, Toshiyuki. "Modification of Sn-Beta zeolite: Characterization of acidic/basic properties and catalytic performance in Baeyer-Villiger oxidation". . p. 2787 - 2795. Retrieved 2016/05/24.
• 2、 Uyanik, Muhammet,Nakashima, Daisuke,Ishihara, Kazuaki. "Baeyer-villiger oxidation and oxidative cascade reactions with aqueous hydrogen peroxide catalyzed by lipophilic Li[B(C6F5) 4] and Ca[B(C6F5)4]2". supporting information. p. 9093 - 9096. Retrieved 2012/11/07.