bicyclo[2.2.1]hept-5-ene-2,3-dione

Base Information

• Chemical Name: bicyclo[2.2.1]hept-5-ene-2,3-dione
• CAS No.: 17994-26-2
• Molecular Formula: C7H6O2
• Molecular Weight: 122.1213
• Mol file: 17994-26-2.mol

Synonyms:5-norbornene-2,3-dione;

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

Chemical Property:

• Vapor Pressure: 0.0917mmHg at 25°C
• Boiling Point: 224.3°Cat760mmHg
• Flash Point: 81.9°C
• PSA: 34.14000
• Density: 1.334g/cm³
• LogP: 0.33050

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 7 articles about bicyclo[2.2.1]hept-5-ene-2,3-dione 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: 73.0%

5,6-bis-endo-dihydroxy-bicyclo[2.2.1]hept-2-ene (20224-39-9) → bicyclo[2.2.1]hept-5-ene-2,3-dione (17994-26-2)

Guidance literature:

With dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; at -78 ℃; for 2h;

DOI:10.3390/50901062

Reference yield: 60.0%

bicyclo[2.2.1]hept-5-ene-2,3-diol → bicyclo[2.2.1]hept-5-ene-2,3-dione (17994-26-2)

Guidance literature:

bicyclo[2.2.1]hept-5-ene-2,3-diol; With dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; at -78 ℃; for 2h;

With triethylamine; In dichloromethane; at 20 ℃; for 3h; Further stages.;

DOI:10.1021/jo701538g

Reference yield:

2t,6t-Dichlor-3,5-dioxa-(1r,7c)-tricyclo<5,2,1,02,6>dec-8-en-4-on (17984-16-6) → bicyclo[2.2.1]hept-5-ene-2,3-dione (17994-26-2)

Guidance literature:

With dimethyl sulfoxide; In dichloromethane; at -78 ℃;

DOI:10.3390/50901062

upstream raw materials:

2t,6t-Dichlor-3,5-dioxa-(1r,7c)-tricyclo<5,2,1,0^2,6>dec-8-en-4-on

5,6-bis-endo-dihydroxy-bicyclo[2.2.1]hept-2-ene

(3ar,7ac)-3a,4,7,7a-tetrahydro-4c,7c-methano-benzo[1,3]dioxol-2-one

cyclopenta-1,3-diene

Downstream raw materials:

3'-(Diethoxymethylen)-2',2',2'-triphenylspirohept-5-en-2,4'-<1,2λ⁵>oxaphosphetan>-3-on

1,4,5,6,7,8-hexahydro-5,8-dimethyl-N-phenyl-1,4-methanonaphthalene-6,7-dicarboximide

1,4,5,6,7,8-hexahydro-5,8-dimethyl-6-(phenylsulfonyl)-1,4-methanonaphthalene

5,8-dihydro-3,4-diphenyl-5,8-methanoquinoxaline

Refernces

• 1、 Yan, Zhiqing,McCracken, Troy,Xia, Shijing,Maslak, Veselin,Gallucci, Judith,Hadad, Christopher M.,Badjic, Jovica D.. "Supramolecular catalysis at work: Diastereoselective synthesis of a molecular bowl with dynamic inner space". . p. 355 - 363. Retrieved 2008.