Oxymercuration-demercuration of(±)-(1alfa,3 alfa,3a beta,6a beta)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol Dibenzoate

Tanase, Constantin I.; Draghici, Constantin; Pintilie, Lucia; Negut, Catalina

Constantin I. Tanase, Constantin Draghici, Lucia Pintilie, Catalina Negut

Oxymercuration-demercuration of(±)-(1alfa,3 alfa,3a beta,6a beta)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol Dibenzoate

Abstract:

Oxymercuration of (±)-(1a,3a,3ab,6ab)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol dibenzoate 1 was performed with mercuric tetrafluoroborate alone, in the presence of tetrafluoroboric acid and with tetrafluoroboric acid + sodium acetate and demercuration with sodium borohydride in 3N NaOH. The hydration of the alkene was selective toward the symmetric alcohol at short time, but at prolonged time, the symmetric and un-symmetric alcohols were obtained in a near 1:1 ratio. Anyway, the oxymercuration-demercuration of alkene 1 is a slow hydration reaction.

Keywords:
Oxymercuration-demercuration; mercuric tetrafluoroborate; mercuric acetate; hexahydro-1;3-pentalenedimethanol dibenzoate; octahydropentalene-triols

Issue: 2018, Volume 69, Issue 3

Pages: 539-543

Publication date: 2018/4/15

https://doi.org/10.37358/RC.18.3.6144

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Citation Styles

Cite this article as:
TANASE, C.I., DRAGHICI, C., PINTILIE, L., NEGUT, C., Oxymercuration-demercuration of(±)-(1alfa,3 alfa,3a beta,6a beta)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol Dibenzoate, Rev. Chim., 69(3), 2018, 539-543.

Vancouver
Tanase CI, Draghici C, Pintilie L, Negut C. Oxymercuration-demercuration of(±)-(1alfa,3 alfa,3a beta,6a beta)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol Dibenzoate. Rev. Chim.[internet]. 2018 Mar;69(3):539-543. Available from: https://doi.org/10.37358/RC.18.3.6144

APA 6th edition
Tanase, C.I., Draghici, C., Pintilie, L. & Negut, C. (2018). Oxymercuration-demercuration of(±)-(1alfa,3 alfa,3a beta,6a beta)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol Dibenzoate. Revista de Chimie, 69(3), 539-543. https://doi.org/10.37358/RC.18.3.6144

Harvard
Tanase, C.I., Draghici, C., Pintilie, L., Negut, C. (2018). 'Oxymercuration-demercuration of(±)-(1alfa,3 alfa,3a beta,6a beta)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol Dibenzoate', Revista de Chimie, 69(3), pp. 539-543. https://doi.org/10.37358/RC.18.3.6144

IEEE
C.I. Tanase, C. Draghici, L. Pintilie, C. Negut, "Oxymercuration-demercuration of(±)-(1alfa,3 alfa,3a beta,6a beta)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol Dibenzoate". Revista de Chimie, vol. 69, no. 3, pp. 539-543, 2018. [online]. https://doi.org/10.37358/RC.18.3.6144

Text
Constantin I. Tanase, Constantin Draghici, Lucia Pintilie, Catalina Negut,
Oxymercuration-demercuration of(±)-(1alfa,3 alfa,3a beta,6a beta)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol Dibenzoate,
Revista de Chimie,
Volume 69, Issue 3,
2018,
Pages 539-543,
ISSN 2668-8212,
https://doi.org/10.37358/RC.18.3.6144.
(https://revistadechimie.ro/Articles.asp?ID=6144)
Keywords: Oxymercuration-demercuration; mercuric tetrafluoroborate; mercuric acetate; hexahydro-1;3-pentalenedimethanol dibenzoate; octahydropentalene-triols

RIS
TY - JOUR
T1 - Oxymercuration-demercuration of(±)-(1alfa,3 alfa,3a beta,6a beta)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol Dibenzoate
A1 - Tanase, Constantin I.
A2 - Draghici, Constantin
A3 - Pintilie, Lucia
A4 - Negut, Catalina
JF - Revista de Chimie
JO - Rev. Chim.
PB - Revista de Chimie SRL
SN - 2668-8212
Y1 - 2018
VL - 69
IS - 3
SP - 539
EP - 543
UR - https://doi.org/10.37358/RC.18.3.6144
KW - Oxymercuration-demercuration; mercuric tetrafluoroborate; mercuric acetate; hexahydro-1
KW - 3-pentalenedimethanol dibenzoate; octahydropentalene-triols
ER -

BibTex
@article{RevCh2018P539,
author = {Tanase Constantin I. and Draghici Constantin and Pintilie Lucia and Negut Catalina},
title = {Oxymercuration-demercuration of(±)-(1alfa,3 alfa,3a beta,6a beta)-1,2,3,3a,4,6a-hexahydro-1,3-pentalenedimethanol Dibenzoate},
journal = {Revista de Chimie},
volume = {69},
number = {3},
pages = {539-543},
year = {2018},
issn = {2668-8212},
doi = {https://doi.org/10.37358/RC.18.3.6144},
url = {https://revistadechimie.ro/Articles.asp?ID=6144}
}

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