359792-06-6

Basic information

• Product Name: 1-(tert-Butyldimethylsiloxy)-1-phenylselanyl-2-methyl-1-propene
• Synonyms: 1-(tert-Butyldimethylsiloxy)-1-phenylselanyl-2-methyl-1-propene
• CAS NO: 359792-06-6
• Molecular Weight: 341.427
• Mol File: 359792-06-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(tert-Butyldimethylsiloxy)-1-phenylselanyl-2-methyl-1-propene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(tert-Butyldimethylsiloxy)-1-phenylselanyl-2-methyl-1-propene(359792-06-6)
• EPA Substance Registry System: 1-(tert-Butyldimethylsiloxy)-1-phenylselanyl-2-methyl-1-propene(359792-06-6)

Safety Data

• Hazardous Substances Data: 359792-06-6(Hazardous Substances Data)

Upstream product

• 98607-02-4 2-methylpropaneselenoic acid Se-phenyl ester 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 113365-36-9 4,4′-(1,2-dihydroxyethane-1,2-diyl)dibenzonitrile 

Relevant articles and documents

Regioselective formation of 3-selanyl-3-siloxyoxetanes in the Paternò - Büchi reaction of silyl O,Se-ketene acetals (O,Se-SKA)

The photochemical [2+2] cycloaddition (Paternò - Büchi reaction) of silyl O,Se-ketene acetal (SKA) 2 with aromatic aldehyde 3 affords regioselectively 3-selanyl-3-siloxyoxetane 4 (trans:cis ? 65:35-85:15) in good to high yields under the aldehyde excitation conditions (hv > 320 nm). A 70:30 mixture of the regioisomers 4aa (trans:cis = 50:50) and 5aa (= 6a), however, is produced in the 9,10-diphenylanthracene (DPA)-sensitized photoreaction (hv >400 nm) of 2a and 3a. A 1,4-diradical 1,4-DR is proposed for the n-π* excited aldehyde reaction, which regioselectively produces the 3-selanyloxetane 4. The regio-random formation of the oxetanes 4 and 5 (= 6) under the DPA-sensitized conditions is reasonably rationalized by the intervention of radical ion intermediate RI.