1,2:5,6-Diepoxycyclooctane

Base Information

• Chemical Name: 1,2:5,6-Diepoxycyclooctane
• CAS No.: 286-75-9
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.182
• European Community (EC) Number: 206-011-9,248-180-1
• NSC Number: 117405
• UNII: 22PN4826SS
• DSSTox Substance ID: DTXSID801031345
• Nikkaji Number: J77.894J
• Mol file: 286-75-9.mol

Synonyms:1,2,5,6-Diepoxycyclooctane;1,2:5,6-Diepoxycyclooctane;27035-39-8;286-75-9;1,5-Cyclooctadiene diepoxide;Cyclooctane, 1,2:5,6-diepoxy-;Cycloocta-1,5-diene dioxide;CCRIS 3755;Cyclooctane, 1,2-5,6-diepoxy-,;EINECS 206-011-9;5,10-Dioxatricyclo(7.1.0.0(sup 4,6))decane;NSC 117405;5,10-Dioxatricyclo[7.1.0.04,6]decane;22PN4826SS;2,7-DIOXATRICYCLO[4.4.0.03,8]DECANE;EINECS 248-180-1;NSC-117405;2,7-Dioxatricyclo(4.4.0.03,8)decane;5,10-Dioxatricyclo(7.1.0.04,6)decane;29077-85-8;NSC117405;5,6]decane;1,6-Diepoxycyclooctane;1,2,5,6-diepoxycyclooctan;SCHEMBL36353;Cyclooctane,2:5,6-diepoxy-;UNII-22PN4826SS;DTXSID801031345;MFCD00005076;1,2,5,6-Diepoxycyclooctane, 96%;LS-57702;FT-0606259;FT-0692645;5,10-Dioxatricyclo[7.1.0.0(4,6)]decane;J-640015;J-800017

Chemical Property of 1,2:5,6-Diepoxycyclooctane

Chemical Property:

• Boiling Point: 313.9°Cat760mmHg
• Flash Point: 105°C
• PSA: 25.06000
• Density: 1.153g/cm³
• LogP: 1.09520
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C(O2)CCC3C1O3

Technology Process of 1,2:5,6-Diepoxycyclooctane

There total 10 articles about 1,2:5,6-Diepoxycyclooctane 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: 98.3%

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → 1,2:5,6-diepoxycyclooctane (286-75-9,19740-81-9,57378-35-5)

Guidance literature:

With phosphoric acid; sulfuric acid; dihydrogen peroxide; sodium tungstate; Aliquat 336; In water; 1,2-dichloro-ethane; at 70 ℃; for 1h; pH=1.6; microwave irradiation;

DOI:10.1080/00397910500278479

Reference yield: 98.0%

cyclo-octa-1,5-diene (5259-72-3,10060-40-9,111-78-4) → 1,2:5,6-diepoxycyclooctane (286-75-9,19740-81-9,57378-35-5)

Guidance literature:

With 2,2,2-Trifluoroacetophenone; dihydrogen peroxide; In acetonitrile; tert-butyl alcohol; at 20 ℃; for 1h; Green chemistry;

DOI:10.1021/jo5003938

Reference yield: 86.7%

cyclo-octa-1,5-diene (5259-72-3,10060-40-9,111-78-4) → 1,2:5,6-diepoxycyclooctane (286-75-9,19740-81-9,57378-35-5) + 5,6-epoxycyclooctene (73176-71-3,637-90-1,73176-86-0,1225194-35-3,1225194-65-9)

Guidance literature:

With C₃₀H₂₅ClCoN₃OP; dihydrogen peroxide; 1-ethyl-3-methylimidazolium hexafluorophosphate; In water; at 20 ℃; for 2h; Green chemistry;

DOI:10.1016/j.crci.2013.12.004

upstream raw materials:

1,5-cis,cis-cyclooctadiene

1,5-dimethyl-1,5-cyclooctadiene

cyclo-octa-1,5-diene

Downstream raw materials:

9-(tert-butoxycarbonyl)-9-azabicyclo[3.3.1]nona-2,6-diene

butanedinitrile

Refernces

• 1、 Ding, Bingjie,Hou, Zhenshan,Li, Difan,Ma, Wenbao,Yao, Yefeng,Zhang, Ran,Zheng, Anna,Zhou, Qingqing. "Olefin epoxidation with ionic liquid catalysts formed by supramolecular interactions". . . Retrieved 2020/12/29.
• 2、 Zhang, Jian,Hou, Tianjiao,Zhang, Lin,Luo, Jun. "2,4,4,6,8,8-Hexanitro-2,6-diazaadamantane: A High-Energy Density Compound with High Stability". supporting information. p. 7172 - 7176. Retrieved 2018/11/25.