135655-33-3

Basic information

• Product Name: Methaneselone, bis(4-methoxyphenyl)-
• CAS NO: 135655-33-3
• Molecular Formula: C15H14O2Se
• Molecular Weight: 305.235
• Mol File: 135655-33-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Methaneselone, bis(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Methaneselone, bis(4-methoxyphenyl)-(135655-33-3)
• EPA Substance Registry System: Methaneselone, bis(4-methoxyphenyl)-(135655-33-3)

Safety Data

• Hazardous Substances Data: 135655-33-3(Hazardous Substances Data)

Upstream product

• 728-87-0 4,4'-Dimethoxybenzhydrol 
• 153785-57-0 triphenylphosphorane 

Downstream Products

• 220622-43-5 methyl 4H-3-selena-4-p-methoxyphenyl-7-methoxynaphthalenecarboxylate 
• 10019-24-6 1,1,2,2-tetrakis(4-methoxyphenyl)ethene 
• 68161-05-7 4,4'-(2,2-diphenylethene-1,1-diyl)bis(methoxybenzene) 
• 632-51-9 1,1,2,2-tetraphenylethylene 
• 141034-58-4 dimethyl 1H-1-p-methoxyphenyl-6-methoxy-2-benzoselenopyran-3,4-dicarboxylate 
• 958-80-5 bis(4-methoxyphenyl)thione 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 135655-39-9 3,3-bis-(4-methoxyphenyl)-2-selenabicyclo<2.2.1>hept-5-ene 
• 15972-55-1 6,6-bis(4-methoxyphenyl)fulvene 

Relevant articles and documents

The azomethine ylid strategy in β-lactam synthesis. Application to selenapenams

Using azomethine ylid reactivity available from the β-lactam-based oxazolidinone 1, selenoketones 6a-e react as 1,3-dipolarophiles to give racemic selenapenams 7a-e in a single step. The cycloaddition sequence proceeds with complete control of regiochemistry and the thermodynamically more stable C(3)/C(5) relationship is observed. The selenothiocarboxylate 9a and the selenocarboxylate 9b also function as effective dipolarophiles, but attempts to convert the resulting cycloadducts 10a and 10b to the corresponding selenapenems were unsuccessful. Other selenium-containing dipolarophiles failed to give characterizable cycloadducts. (C) 2000 Elsevier Science Ltd.

Novel reaction of selenobenzophenones with alkyllithiums leading to symmetrical olefins

The reaction of selenobenzophenones with alkyllithiums or Grignard Reagents exclusively affords symmetrical tetraarylethylenes as selenophilic products. The reaction might proceed through episelenide (selenirane) intermediates.

Isolation, Structure and Reaction of Selenobenzophenones. X-Ray Molecular Structure of 4,4'-Dimethoxyselenobenzophenone and of 4,4-Diphenyl-2,3-diselenabicyclooct-7-ene

4,4'-Dimethoxy- 1a and 4,4'-dimethyl-selenobenzophenone 1b could be isolated in moderate yields by the reaction of the corresponding ylides 3 with elemental selenium in benzene at 80 deg C.Their spectral data are described.Attempted isolation of unsubstituted selenobenzophenone afforded only its dimer 5.Compound 1a crystallizes in space group P21/n with unit-cell parameters a = 7.191(3), b = 7.505(4=, c = 24.856(4) Angstroem, β = 90.32(1) deg, Z = 4, R = 0.055.The oxidation and thiation of 4,4'-dimethoxyselenobenzophenone 1a afforded the corresponding benzophenone and thiobenzophenone in good yields.The reaction of compound 1 with cyclopentadiene afforded the corresponding cycloadducts 7 (3,3-diaryl-2-selenabicyclohept-5-enes), whereas bicyclic diselenides 8 (4,4-diaryl-2,3-diselenabicyclooct-7-enes were obtained by using an excess of selenium and a higher temperature.Oxidation of compound 8c gave the corresponding diol 12, aldehyde 13, and diphenylfulvene 11.The reaction of compound 1a with benzenediazonium carboxylate afforded 2,2-bis-(4-methoxyphenyl)-4H-3,1-benzooxaselenin-4-one 17.