Organoselenium chemistry. Synthesis of selenetan-3-ol, 1-bromo-3-selenocyanatopropan-2-ol and 2-benzylseleno-substituted fumaricand succinic acids
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Approaches to the synthesis of diselenols have led to isolation of several new organoselenium compounds. Removal of mercury, as HgS, from [1,3-diselenylpropan-2-olato(2–)-Se,Sel]-mercury(II) results in decomposition of the organoselenium fragment to selenetan-3-ol, 1,3-Dibromopropan-2-ol reacts with KSeCN to form 1-bromo-3-selenocyanatopropan-2-ol; the selenoethers 2-(benzyl- se1eno)fumaric acid [(Z)-PhCH2SeC(CO2H)=CHCO2H] and 2-(benzylseleno)succinic acid [PhCH2SeCH(CO2H)CH2CO2H] are formed by base-catalysed reaction of phenylmethaneselenol with acetylenedicarboxylic acid and maleic acid, respectively. The conformations adopted by PhCH2XCH(CO2H)CH2CO2H (X = S, Se) in acetone have been determined by 1H n.m.r. spectroscopy.
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2011 ◽
Vol 239-242
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pp. 219-222
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1960 ◽
Vol 04
(03)
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pp. 462-472
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1949 ◽
Vol 96
(6)
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pp. 353
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1961 ◽
Vol 25
(9)
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pp. 726-730
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2021 ◽
Vol 6
(1)
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pp. 39-44