2,3-Dioxabicyclo[2.2.1]heptane

Base Information

• Chemical Name: 2,3-Dioxabicyclo[2.2.1]heptane
• CAS No.: 279-35-6
• Molecular Formula: C5H8 O2
• Molecular Weight: 100.117
• DSSTox Substance ID: DTXSID90950580
• Nikkaji Number: J1.212.198I
• Wikidata: Q48072534
• Mol file: 279-35-6.mol

Synonyms:2,3-dioxabicyclo(2.2.1)heptane

Chemical Property of 2,3-Dioxabicyclo[2.2.1]heptane

Chemical Property:

• Vapor Pressure: 72.3mmHg at 25°C
• Melting Point: 42.0-43.5 °C
• Boiling Point: 87.2°Cat760mmHg
• Flash Point: 43.5°C
• PSA: 18.46000
• Density: 1.146g/cm³
• LogP: 0.86930
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 100.052429494
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1OO2

Technology Process of 2,3-Dioxabicyclo[2.2.1]heptane

There total 13 articles about 2,3-Dioxabicyclo[2.2.1]heptane 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:

cyclopentadiene endoperoxide (6573-26-8) → 1,3-epiperoxycyclopentane (279-35-6)

Guidance literature:

With diazene; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;

DOI:10.1002/anie.200800137

Reference yield:

2,3-diazabicyclo[2.2.1]hept-2-ene (2721-32-6) → 1,3-epiperoxycyclopentane (279-35-6) + cyclopent-1-en-3-yl hydroperoxide (4096-28-0)

Guidance literature:

With oxygen; benzophenone; In n-heptane; at 8 ℃; under 760 - 7600 Torr; Rate constant; Irradiation; effect of solvents;

DOI:10.1021/ja00258a074

Reference yield:

2,3-diazabicyclo<2.2.1>hept-2-ene (2721-32-6) → 2,3-dioxabicyclo<2.2.1>heptane (279-35-6)

Guidance literature:

With benzophenone; oxygen; In trichlorofluoromethane; at -20 ℃; under 3800 - 7600 Torr; Product distribution; Mechanism; Irradiation;

DOI:10.1021/ja00265a015

upstream raw materials:

2,3-diazabicyclo[2.2.1]hept-2-ene

trans-1-t-butylperoxy-3-iodo-cyclopentane

cis 1-bromomercurio-3-t-butylperoxycyclopentane

cis-1-t-butylperoxy-3-iodo-cyclopentane

Downstream raw materials:

C₁₈H₂₇O₂P

Malondialdehyde

4,5-epoxypentanal

ethene

Refernces

• 1、 Bloodworth, A. J.,Eggelte, Henny J.. "Face Selectivity in the Reduction with Dideuteriodi-imide of Endoperoxides derived from the Singlet Oxygenation of Cycloalka-1,3-dienes". . p. 2069 - 2072. Retrieved 1984.
• 2、 Yamane, Takehiro,Makino, Kohei,Umezawa, Naoki,Kato, Nobuki,Higuchi, Tsunehiko. "Extreme rate acceleration by axial thiolate coordination on the isomerization of endoperoxide catalyzed by iron porphyrin". supporting information; experimental part. p. 6438 - 6440. Retrieved 2009/03/11.
• 3、 Bloodworth, A. J.,Chan, Kam Hung,Cooksey, Christopher J.,Hargreaves, Neville. "Oxymetallation. Part 23. Peroxymercuriation of Bicycloalkanes". . p. 1923 - 1930. Retrieved 2007/10/02.