122080-54-0

Basic information

• Product Name: Se-phenyl 2-(allyloxy)selenobenzoate
• Synonyms: Se-phenyl 2-(allyloxy)selenobenzoate
• CAS NO: 122080-54-0
• Molecular Weight: 317.246
• Mol File: 122080-54-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Se-phenyl 2-(allyloxy)selenobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Se-phenyl 2-(allyloxy)selenobenzoate(122080-54-0)
• EPA Substance Registry System: Se-phenyl 2-(allyloxy)selenobenzoate(122080-54-0)

Safety Data

• Hazardous Substances Data: 122080-54-0(Hazardous Substances Data)

Upstream product

• 1666-13-3 diphenyl diselenide 
• 143565-05-3 Te-4-methoxyphenyl 2-(allyloxy)tellurobenzoate 
• 59086-52-1 2-allyloxybenzoic acid 
• 52542-42-4 2-allyloxybenzoyl chloride 
• 117268-79-8 sodium phenylseleno(triethyl)borate 
• 23974-72-3 sodium phenylselenide 
• 645-96-5 Benzeneselenol 

Downstream Products

• 16982-86-8 3-methyl-chroman-4-one 
• 26906-01-4 2-allyloxybenzyl alcohol 

Relevant articles and documents

Photoinduced free radical chemistry of the acyl tellurides: Generation, inter- and intramolecular trapping, and ESR spectroscopic identification of acyl radicals

Acyl tellurides are prepared in good to excellent yield by the reaction of sodium aryl tellurides with acyl chlorides, or mixed anhydrides, and are found to be moderately air-stable substances. In contrast to previous literature reports, acyl tellurides of aryl and vinyl carboxylic acids are found to be excellent sources of acyl radicals on photolysis with a simple white light source. The acyl radicals so generated may be trapped intermolecularly by dichalcogenides, or by TEMPO in excellent yield. Trapping by N-tert-butyl-α-phenyl nitrone produces a stable nitroxide radical which has been characterized by ESR spectroscopy. The very efficient trapping of acyl radicals by acyl tellurides themselves is demonstrated by a crossover experiment. Acyl tellurides are shown to participate in very efficient radical cyclization reactions onto alkenes with the formation of five-, six-, and eight-membered rings. The immediate products of the cyclizations onto alkenes are α-[(aryltelluro)methyl] ketones and the chemistry of these relatively unstable species is briefly described. Treatment with hydrogen peroxide affords α-methylene ketones in high yield. When elimination of the aryl telluro group is not possible the α-[(aryltelluro)methyl] ketones are stable species that may subsequently be employed in further radical chain reactions, for example with tributyltin hydride and methyl acrylate. Cyclization onto alkynes yields α-[(aryltelluro)methylene] ketones which are stable species and which take part in substitution reactions with higher order cuprates or with diphenyl diselenide.

ACYL RADICAL CYCLIZATIONS IN SYNTHESIS. PART 2. FURTHER SUBSTITUENT EFFECTS ON THE MODE AND EFFICIENCY OF CYCLIZATION OF 6-HEPTENOYL RADICALS.

In an attempt to determine the factors affecting exo-/endo-selectivity in the cyclization of 6-heptenoyl radicals various heteroatom substituted selenol esters were prepared and reacted with tributyltin hydride.The incorporation of a 7-phenylthio moity re

HOMOLYTIC CYCLIZATION OF SELENOL ESTERS. SYNTHESIS OF CHROMANONES

Acyl radicals produced by tributyltin hydride-azobisisobutyronitrile induced homolysis of phenylselenol esters undergo highly selective 6-exo-trig addition to double bonds, affording, in a chain reaction, cyclic oxo-compounds in very high yield.Suitably substituted phenylselenosalicylates are thus converted into the corresponding chromanes.