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ORGANOSELENIUM CHEMISTRY - SYNTHESIS OF SELENETAN-3-OL, 1-BROMO-3-SELENOCYANATOPROPAN-2-OL AND 2-BENZYLSELENO-SUBSTITUTED FUMARIC AND SUCCINIC ACIDS

Version 2 2025-01-15, 01:04
Version 1 2023-05-25, 22:30
journal contribution
posted on 2025-01-15, 01:04 authored by AP ARNOLD, Allan CantyAllan Canty
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, Se']-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-seleno)fumaric acid [(Z)-PhCH2SeC(C02H)=CHCO2H] and 2-(benzylse1eno)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. © 1983 ASEG.

History

Publication title

Australian Journal of Chemistry

Volume

36

Issue

4

Article number

5

Number

5

Pagination

815-823:9

ISSN

0004-9425

Department/School

Chemistry

Publisher

CSIRO PUBLISHING

Publication status

  • Published

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