62121-84-0

Basic information

• Product Name: 2,3-Dioxabicyclo[2.2.1]hept-5-ene, 1,4-diphenyl-
• CAS NO: 62121-84-0
• Molecular Formula: C17H14O2
• Molecular Weight: 250.297
• Mol File: 62121-84-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2,3-Dioxabicyclo[2.2.1]hept-5-ene, 1,4-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dioxabicyclo[2.2.1]hept-5-ene, 1,4-diphenyl-(62121-84-0)
• EPA Substance Registry System: 2,3-Dioxabicyclo[2.2.1]hept-5-ene, 1,4-diphenyl-(62121-84-0)

Safety Data

• Hazardous Substances Data: 62121-84-0(Hazardous Substances Data)

Upstream product

• 4982-34-7 1,4-diphenyl-1,3-cyclopentadiene 

Downstream Products

• 87051-11-4 (4aS,7aS)-3-Methyl-6,7a-diphenyl-7,7a-dihydro-4aH-cyclopenta[1,2,4]trioxine 
• 87051-12-5 (4aRS,7aRS)-4a,7a-dihydro-3,3-dimethyl-6,7a-diphenyl-7H-cyclopenta<1,2-e><1,2,4>trioxine 
• 4982-34-7 1,4-diphenyl-1,3-cyclopentadiene 
• 324519-73-5 C₂₃H₂₂O₄ 
• 145909-97-3 (2S,3aR,6aS)-2,5,6a-Triphenyl-3,3a,6,6a-tetrahydro-2H-cyclopenta[b]furan 
• 145909-96-2 (3R,4aS,7aR)-3,6,7a-Triphenyl-4,4a,7,7a-tetrahydro-3H-cyclopenta[c][1,2]dioxine 
• 139164-10-6 (1R,2S,3'aS,5R,6'aR)-3'a,6'a-dihydro-2-isopropyl-5-methyl-3'a-phenoxy-5'-phenylspiro(cyclohexane-1',2'-[4H]cyclopenta[1,3]dioxole) 
• 139054-31-2 (1S,2S,3'aR,5R,6'aS)-3'a,6'a-dihydro-2-isopropyl-5-methyl-3'a-phenoxy-5'-phenylspiro(cyclohexane-1,2'-[4H]cyclopenta[1,3]dioxole) 
• 139054-30-1 (1S,2S,5R,4'aS,7'aS)-4'a,7'a-dihydro-2-isopropyl-5-methyl-6',7'a-diphenylspiro(cyclohexane-1,3'-[7'H]cyclopenta[1,2,4]trioxine) 
• 139054-30-1 (1R,2S,5R,4'aR,7'aR)-4'a,7'a-dihydro-2-isopropyl-5-methyl-6',7'a-diphenylspiro(cyclohexane-1',3'-[7'H]cyclopenta[1,2,4]trioxine) 
• 1192037-41-4 exo-1,5-diphenyl-6,7-dioxatricyclo[3.2.1.0(2,4)]octane 

Relevant articles and documents

Cis-fused dihydrofurano-1,2,4-trioxanes

The endoperoxide obtained from 2,5-diphenylfuran at -30°C on catalysis with trimethylsilyl trifluoromethanesulfonate condenses with pivalaldehyde, acetone and cyclohexanone to give the corresponding cis-fused dihydrofurano-1,2,4-trioxanes (20, 21, 22 and

Palladium-catalyzed cyclopropanation of unsaturated endoperoxides. A new peroxide-preserving reaction

Unsaturated bicyclic endoperoxides are efficiently cyclopropanated with excess diazomethane in the presence of catalytic palladium(II) acetate [Pd(OAc)2] in a stereoselective manner. This method represents a new peroxide-preserving transformati

A radical-anion chain mechanism following dissociative electron transfer reduction of the model prostaglandin endoperoxide, 1,4-diphenyl-2,3- dioxabicyclo[2.2.1]heptane

The model prostaglandin endoperoxide, 1,4-diphenyl-2,3-dioxabicyclo[2.2.1] heptane (3), was investigated in N,N-dimethylformamide at a glassy carbon electrode using various electrochemical techniques. Reduction of 3 occurs by a concerted dissociative electron transfer (ET) mechanism. Electrolysis at -1.6 V yields 1,3-diphenyl-cyclopentane-cis-1,3-diol in 97% by a two-electron mechanism; however, in competition with the second ET from the electrode, the resulting distonic radical-anion intermediate undergoes a β-scission fragmentation. The rate constant for the heterogeneous ET to the distonic radical-anion is estimated to occur on the order of 2 × 107 s-1. In contrast, electrolyses conducted at potentials more negative than -2.1 V yield a mixture of primary and secondary electrolysis products including 1,3-diphenyl-cyclopentane-cis-1,3-diol, 1,3-diphenyl-1,3-propanedione, trans-chalcone and 1,3-diphenyl-1,3-hydroxypropane by a mechanism involving less than one electron equivalent. These observations are rationalized by a catalytic radical-anion chain mechanism, which is dependent on the electrode potential and the concentration of weak non-nucleophilic acid. A thermochemical cycle for calculating the driving force for β-scission fragmentation from oxygen-centred biradicals and analogous distonic radical-anions is presented and the results of the calculations provide insight into the reactivity of prostaglandin endoperoxides.