2,3-Dioxabicyclo[2.2.1]hept-5-ene

Base Information

• Chemical Name: 2,3-Dioxabicyclo[2.2.1]hept-5-ene
• CAS No.: 6573-26-8
• Molecular Formula: C5H6O2
• Molecular Weight: 98.1014
• Mol file: 6573-26-8.mol

Synonyms:3,5-epiperoxycyclopentene;2,3-Dioxa-norborn-5-en;2,3-dioxa-norborn-5-ene;3,5-Epidioxycyclopenten;

Chemical Property of 2,3-Dioxabicyclo[2.2.1]hept-5-ene

Chemical Property:

• PSA: 18.46000
• LogP: 0.64530

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3-Dioxabicyclo[2.2.1]hept-5-ene

There total 1 articles about 2,3-Dioxabicyclo[2.2.1]hept-5-ene 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:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → (Z)-(4RS)-4,5-epoxypent-2-enal (25073-23-8) + 2,3-dioxabicyclo[2.2.1]hept-5-ene (6573-26-8)

Guidance literature:

With seco-porphyrazine; In tetrachloromethane; chloroform-d1; at -20 ℃; for 7h; Title compound not separated from byproducts; Irradiation;

DOI:10.1021/jo052156t

Reference yield: 78.0%

cyclopentadiene endoperoxide (6573-26-8) → cis-1α,2α,4α,6α-3,7-dioxatricyclo<4.1.0.02,4>heptane (16326-26-4) + cis-4-cyclopentene-1,3-diol (29783-26-4) + 4-Hydroxycyclopent-2-enone (59995-47-0,59995-49-2,61305-27-9,61740-29-2)

Guidance literature:

With tris(triphenylphosphine)ruthenium(II) chloride; In dichloromethane; at -25 ℃; for 1h; Product distribution; ruthenium(II) catalyzed reaction of 1,4-endoperoxide;

DOI:10.1021/ja00371a041

Reference yield: 54.0%

cyclopentadiene endoperoxide (6573-26-8) → cis-4-cyclopentene-1,3-diol (29783-26-4) + 4-Hydroxycyclopent-2-enone (59995-47-0,59995-49-2,61305-27-9,61740-29-2)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 4 ℃; for 20h; Mechanism;

DOI:10.1016/S0040-4039(01)82971-3

upstream raw materials:

cyclopenta-1,3-diene

Downstream raw materials:

cis-4-cyclopentene-1,3-diol

cis-1α,2α,4α,6α-3,7-dioxatricyclo<4.1.0.0^2,4>heptane

4-Hydroxycyclopent-2-enone

1,3-epiperoxycyclopentane