Protonated methyl nitrite. A theoretical investigation on the structure and stability of (MeONO)H+ and the proton affinity of RONO (R = H, Me)

✍ Scribed by Massimiliano Aschi; Felice Grandinetti

• Publisher: Elsevier Science
• Year: 1996
• Tongue: English
• Weight: 369 KB
• Volume: 258
• Category: Article
• ISSN: 0009-2614
• DOI: 10.1016/0009-2614(96)00639-2

✦ Synopsis

Ab initio calculations have been performed on the structure and stability of (MeO-NO)H + and the proton affinity (PA) of RO-NO (R=H, Me). At the MP4/6-311G**//MP2(FULL)/6-31G* level of theory, the ion-dipole adduct MeOH-NO ÷ 1 is by far the most stable protomer. At the G2 level, the dissociation enthalpy into MeOH and NO + is computed as 25.3 kcal mol-land the PAs of MeO-NO and HO-NO amount to 187 and 188 kcal mol-l, respectively. This finding marks a departure from the expected order and parallels the anomalous trend recently ascertained in the PAs of the strictly related RO-NO 2 (R = H, Me).