Study of ion structures produced by the reaction of 2‐propyl cations with water and methanol; covalently bound v. Hydrogen‐bridged adducts

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Abstract
In contrast to an earlier report,1 the collisonally induced dissociation of protonated 2‐propanol and t‐butyl alcohol yields spectra that are indistinguishable from those of the corresponding [C3H7/H2O]+ and [C4H9/H2O]+ ions generated by the (formal) gas phase addition reactions in a high pressure ion source of [s‐C3H7]+ and [t‐C4H9]+ ions with the n‐donor H2O. Similarly, [s‐C3H7/CH3OH]+ ions generated by both gas phase protonation of n‐ and s‐propyl methyl ethers and addition reactions of [C3H7]+ to CH3OH display mode‐of‐generation‐independent collisionally induced dissociation characteristics. However, analysis of the unimolecular dissociation (loss of propene) of the [C3H7/CH3OH]+ system, including a number of its deuterium, 13C‐ and 18O‐labelled isotopomers, supports the idea that prior to unimolecular dissociation, covalently bound [C3H7‐ O(H)CH3]+ ions intercovert with hydrogen‐bridged adduct ions, analogous to the behaviour of the distonic ethene‐, propene‐ and ketene‐H2O radical cations.

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