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Volumn 28, Issue 3, 1998, Pages 559-572

Iodohydrins: An easy route to epoxides from alkenes

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; COPPER DERIVATIVE; DIOXANE; EPOXIDE; ETHER; IODINE DERIVATIVE; PENTANE; POTASSIUM HYDROXIDE; WATER;

EID: 0012057235     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919808005111     Document Type: Article
Times cited : (21)

References (42)
  • 7
    • 0012025449 scopus 로고
    • Royal Society of Chemistry, London
    • th ed, Royal Society of Chemistry, London, 1986, pp. 446-47.
    • (1986) th Ed , pp. 446-447
    • Bretherick, L.1
  • 29
    • 0000512856 scopus 로고    scopus 로고
    • Styrene oxide (3c) underwent rearrangement to phenylacetaldehyde during the HRGC analysis (usually 2-10 %, sometimes more). Curiously we did not observe this behavior with α-methylstyrene oxide (3d), although other workers have already reported this: Garin, D.L.; Gamber, M. and Rowe, B.J. J. Chem. Ed. 1996, 73, 555.
    • (1996) J. Chem. Ed. , vol.73 , pp. 555
    • Garin, D.L.1    Gamber, M.2    Rowe, B.J.3
  • 31
    • 2642611484 scopus 로고
    • Oxford University Press, New York
    • We noted that the yield is somewhat reduced if the iodohydrin was left for a long time under reduced pressure. trans-2-Iodocyclohexanol (2a) was reported to sublime under vacuum: Heilbron, M.I. and Bunbury, H.M. ed. "Dictionary of Organic Compounds", vol II, Oxford University Press, New York, 1943, p. 372.
    • (1943) Dictionary of Organic Compounds , vol.2 , pp. 372
    • Heilbron, M.I.1    Bunbury, H.M.2
  • 32
    • 85036681599 scopus 로고    scopus 로고
    • note
    • Our experience showed that all iodohydrins are sufficiently stable to be handled at room temperature for hours, except for 2b which decomposed to iodine and a mixture of unidentified products after being left at room temperature overnight. All iodohydrins could be stored without decomposition in a freezer for at least one month. In this large scale preparation crystallization may occur for some iodohydrins after some time in the freezer, or just after their preparation.
  • 33
    • 85036675002 scopus 로고    scopus 로고
    • note
    • R 5.4 min (RTX-5)].
  • 39
    • 84975419435 scopus 로고
    • CRC Press, Boca Raton
    • nd ed, CRC Press, Boca Raton, 1981.
    • (1981) nd Ed


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.