Date of Award
Union College Only
Bachelor of Science
A new compound, (CH3CH2)2 NCH2Si (CH3)3 (I), was prepared. Attempts at synthesis of Ø-N (CH3) – CH2Si (CH3)3 (II) failed while synthesis of CH30 – CH2Si (CH3)3 (III) gave approximately 85 percent product. Difficulty was incurred in the purification of III, probably because the reactants were not sufficiently dry. Compound I was only slightly miscible in CD2=S-CD3 in dimethylsulfoxide-D6. The soluble portion showed no exchange of the methylene hydrogens in I by deuterium from the solvent although some decomposition might have occured. The apparent complete absence of an exchange reaction suggests that even in the presence of the electronegative nitrogen, the d-orbitals in silicon have not been sufficiently lowered in energy to stabilize the carbanion intermediate.
Messe, Mark Thomas, "Synthesis of silicon compounds for use in (p -> d) pi-bond studies" (1969). Honors Theses. 1796.