Accession Number:

AD0692073

Title:

PLANAR DINITRO CARBANIONS: CORRELATION OF THERMODYNAMIC CARBON ACIDITY WITH SIGMA SUB R(-),

Descriptive Note:

Corporate Author:

NAVAL ORDNANCE LAB WHITE OAK MD

Personal Author(s):

Report Date:

1969-05-13

Pagination or Media Count:

26.0

Abstract:

The pKa values for a series 2-Y-vinyldinitromethanes where Y COOCH3, CN, SO2CH3, and NO2 were determined in methanol at 15C. The strong acidity of these carbon acids indicates that the negative charge on the conjugate base, 2-Y-vinyldinitromethide ion is completely delocalized over the three conjugating groups. A plot of log Ka vs the function sigmaI sigmaR- for the Y substituent gave excellent linear correlation. This suggests that these carbanions are completely coplanar in solution. Author

Subject Categories:

  • Atomic and Molecular Physics and Spectroscopy

Distribution Statement:

APPROVED FOR PUBLIC RELEASE