Efficiency of bulky protic solvent for SN2 reaction.
We calculate and compare the effects of aprotic vs protic solvent on the rate of SN2 reaction [F- + C3H7OMs--> C3H7F + OMs-]. We find that aprotic solvent acetonitrile is more efficient than a small protic solvent such as methanol. Bulky protic solvent (tert-butyl alcohol) is predicted to be quite efficient, giving the rate constant that is similar to that in CH3CN. Our calculated relative activation barriers of the SN2 reaction in methanol, tert-butyl alcohol, and CH3CN are in good agreement with experimental observations.
Lee
Sung-Sik
SS
College of Environmental Science and Applied Chemistry (BK 21), Kyunghee University, Kyungki 446-701, S. Korea.
Kim
Ho-Sung
HS
Hwang
Tae-Kyu
TK
Oh
Young-Ho
YH
Park
Sung-Woo
SW
Lee
Sungyul
S
Lee
Byoung Se
BS
Chi
Dae Yoon
DY