
TY  - JOUR
A1  - McLennan, DJ 
T1  - Model calculations of isotope effects. VII. Deprotonation of 2-nitropropane by oxy anion bases
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1983
VL  - 36
IS  - 8
SP  - 1503
EP  - 1512
KW  - 
UR  - https://doi.org/10.1071/CH9831503 
N2  - Model calculations of primary and secondary deuterium isotope effects for the hydroxide-induced deprotonation of 2-nitropropane are reported. Various transition-state models have been examined in an effort to reproduce experimental results. A purely pyramidal transition state in which proton transfer has run far ahead of carbon rehybridization and charge delocalization is a successful model as far as isotope effects are concerned, but may fail on other counts. Three incipient trigonal models for the transition state have been tested, and, although none can be firmly eliminated by the resultant isotope effects, those involving the proton transfer's running ahead of electron delocalization and perhaps carbon rehybridization are favoured. 
ER  -

