-transparent.png){kind=logo}
Reactions of ethenyloxirane with amino (RNH2) and thiol (R'SH) nucleophiles occur by an SN2 mechanism involving competing ring cleavage at C-2 and C-3. In contrast, 2-ethenyl-2-methyloxirane reacts with amino (RNH2) and thiolate (R'S-) nucleophiles in methanol by regioselective SN2 attack at C-3 ("neo-pentyl" position). However, in pure water or methanol SN1 reaction occurs mainly at C-2.
Related Publications
C Bleasdale, and
R D Small, and
W P Watson, and
J Wilson, and
B T Golding
June 1990,
Environmental health perspectives,
C Bleasdale, and
R D Small, and
W P Watson, and
J Wilson, and
B T Golding
December 2007,
Acta crystallographica. Section E, Structure reports online,
C Bleasdale, and
R D Small, and
W P Watson, and
J Wilson, and
B T Golding
January 2007,
Reviews of environmental contamination and toxicology,
C Bleasdale, and
R D Small, and
W P Watson, and
J Wilson, and
B T Golding
October 2008,
Acta crystallographica. Section E, Structure reports online,
C Bleasdale, and
R D Small, and
W P Watson, and
J Wilson, and
B T Golding
December 2007,
Acta crystallographica. Section E, Structure reports online,
C Bleasdale, and
R D Small, and
W P Watson, and
J Wilson, and
B T Golding
October 2022,
Journal of the American Chemical Society,
C Bleasdale, and
R D Small, and
W P Watson, and
J Wilson, and
B T Golding
January 2009,
Acta crystallographica. Section E, Structure reports online,
C Bleasdale, and
R D Small, and
W P Watson, and
J Wilson, and
B T Golding
September 2010,
Acta crystallographica. Section E, Structure reports online,
C Bleasdale, and
R D Small, and
W P Watson, and
J Wilson, and
B T Golding
June 2001,
Chemico-biological interactions,
C Bleasdale, and
R D Small, and
W P Watson, and
J Wilson, and
B T Golding
August 2005,
Journal of agricultural and food chemistry,
