85689-00-5Relevant academic research and scientific papers
Substituent Effects on the C-C-Bond Strength, 3. The Thermal Stability of 2,2-Disubstituted Malononitriles
Barbe, Werner,Beckhaus, Hans-Dieter,Ruechardt, Christoph
, p. 1058 - 1069 (2007/10/02)
The products, the rate constants and the activation parameters of the homolytic thermal decomposition of a series of malononitriles 8a - e were determined.A linear correlation is found between ΔG* (300 deg C) and the strain enthalpies Hsp of 8 as deduced from force field calculations (MM2 force field).From this correlation and a comparison with the corresponding relationship for Cq-Cq alkanes 9.2 kcal*mol-1 resonance energy of 1,1-dicyanoalkyl radicals 10 is estimated.The relationships between strain enthalpy Hsp, structure and barriers to internal rotation for the compounds 8 are discussed briefly.
