135655-34-4

Basic information

• Product Name: Methaneselone, bis(4-methylphenyl)-
• CAS NO: 135655-34-4
• Molecular Formula: C15H14Se
• Molecular Weight: 273.236
• Mol File: 135655-34-4.mol

Chemical Properties

• CAS DataBase Reference: Methaneselone, bis(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Methaneselone, bis(4-methylphenyl)-(135655-34-4)
• EPA Substance Registry System: Methaneselone, bis(4-methylphenyl)-(135655-34-4)

Safety Data

• Hazardous Substances Data: 135655-34-4(Hazardous Substances Data)

Upstream product

• 133528-10-6 [bis(4-methylphenyl)methylene]triphenylphosphorane 

Downstream Products

• 5831-43-6 1,1,2,2-tetrakis(4-methylphenyl)ethylene 
• 611-97-2 bis(p-methylphenyl)-methanone 
• 2919-20-2 1,1-di(p-tolyl)ethylene 
• 141034-59-5 6-Methyl-1-p-tolyl-1H-isoselenochromene-3,4-dicarboxylic acid dimethyl ester 
• 32298-40-1 4,4'-(2,2-diphenylethene-1,1-diyl)bis(methylbenzene) 
• 632-51-9 1,1,2,2-tetraphenylethylene 
• 141034-62-0 dimethyl 1,2-dihydro-1,2,2-tri-p-tolyl-3-benzoselenepin-4,5-dicarboxylate 
• 141034-65-3 C₃₇H₃₆Se 
• 133528-14-0 (3aR,6aS)-3,3-Di-p-tolyl-3,3a,4,6a-tetrahydro-cyclopenta[1,2]diselenole 
• 133528-20-8 3,3-(di-p-tolyl)-2-selenabicyclo<2.2.1>hept-5-ene 

Relevant articles and documents

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.

Isolation and Reaction of Selenobenzophenones

4,4'-Dimethoxy- and 4,4'-dimethylselenobenzophenones could be isolated in moderate yields by the reaction of the corresponding ylides with selenium.Their spectral data are described.The oxidation of these compounds with mCPBA afforded the corresponding benzophenones in good yields.Attempted isolation of unsubstituted selenobenzophenone afforded only its dimer.

Regioselective synthesis of bicyclic diselenides by the reaction of phosphonium ylides with elemental selenium

Selenabicyclo[2.2.1]heptenes reacted with elemental selenium to produce unusual bicyclic diselenides in 30-40% yield. The reaction of phosphonium ylides with excess of elemental selenium also afforded bicyclic diselenides in good yields. The reactions might proceed via biradical intermediates.