4,8-Dioxatricyclo[5.1.0.03,5]octane

Base Information

• Chemical Name: 4,8-Dioxatricyclo[5.1.0.03,5]octane
• CAS No.: 16063-09-5
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.128
• NSC Number: 168827,126362,120450
• DSSTox Substance ID: DTXSID00936350
• Mol file: 16063-09-5.mol

Synonyms:4,8-Dioxatricyclo[5.1.0.03,5]octane;285-52-9;16063-08-4;4,8-Dioxatricyclo(5.1.0.03,5)octane;1,4-Cyclohexadiene, dioxide;1,2:4,5-Diepoxycyclohexane;1, dioxide;Cyclohexane, 1,2:4,5-diepoxy-;4,5]octane;NSC 120450;1,5-Diepoxycyclohexane;Cyclohexane,2:4,5-diepoxy-;SCHEMBL2224836;DTXSID00936350;NSC120450;NSC126362;NSC168827;AKOS016023709;NSC-120450;NSC-126362;NSC-168827;4,8-Dioxatricyclo[5.1.0.0~3,5~]octane;16063-09-5

Chemical Property of 4,8-Dioxatricyclo[5.1.0.03,5]octane

Chemical Property:

• Vapor Pressure: 0.794mmHg at 25°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 107

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2C(O2)CC3C1O3

Technology Process of 4,8-Dioxatricyclo[5.1.0.03,5]octane

There total 12 articles about 4,8-Dioxatricyclo[5.1.0.03,5]octane 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%

cyclohexa-1,4-diene (1165952-92-0) → (1S,3S,5R,7R)-4,8-dioxa-tricyclo[5.1.0.0]octane (16063-09-5)

Guidance literature:

With NH-pyrazole; sodium percarbonate; methyltrioxorhenium(VII); In dichloromethane; trifluoroacetic acid; for 16h;

DOI:10.1021/jo000191o

Reference yield: 71.0%

cyclohexa-1,4-diene (1165952-92-0) → cis-4,8-dioxa-tricyclo[5.1.0.03,5]octane (285-52-9,16063-08-4,16063-09-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

Reference yield: 24.0%

cyclohexa-1,4-diene (1165952-92-0) → (1S,3S,5R,7R)-4,8-dioxa-tricyclo[5.1.0.0]octane (16063-09-5) + cis-4,8-dioxa-tricyclo[5.1.0.03,5]octane (285-52-9,16063-08-4,16063-09-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 2h; Cooling with ice;

DOI:10.1002/ejoc.200800481

upstream raw materials:

cyclohexa-1,4-diene

3-chloro-benzenecarboperoxoic acid

methyltrifluoromethyldioxirane

3,3-dimethyldioxirane

Downstream raw materials:

(1R,2R,4R,5R)-1,5-diazido-2,4-bis-trimethylsilanyloxy-cyclohexane

(1R,3R,4R,6R)-4,6-diazidocyclohexane-1,3-diol

(1S,3S,4S,6S)-4,6-diazidocyclohexane-1,3-diol