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- W2002562635 abstract "The gas-phase acidities of 52 alkanols and cycloalkanols have been determined from studies of the unimolecular and collision-induced dissociation of proton-bound cluster ions [RO·H·OR′]−. It is found that CH3OH is 0.6 kcal mol−1 more acidic (lower ΔHoacid value) than CD3OH, while C2H5OH is 0.6 kcal mol−1 more acidic than C2D5OH. A detailed evaluation of the effect of methyl substitution α, β and γ to the oxygen on the acidities of the alcohols is presented, as well as an evaluation of the role of charge-induced dipole interactions on gas-phase acidities. The Δoacid values for stereoisomeric methylcyclohexanols are reported. cis-Methyl groups lower the ΔHoacid values of the alcohols, the cis-2-methyl group showing the largest effect. The trans-2-methyl group also increases the acidity but trans-methyl groups in the 3 and 4 positions have no effect on the acidity of the cyclohexanol." @default.
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- W2002562635 date "1993-03-01" @default.
- W2002562635 modified "2023-10-16" @default.
- W2002562635 title "The fragmentation of proton-bound cluster ions and the gas-phase acidities of alcohols" @default.
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- W2002562635 doi "https://doi.org/10.1016/0168-1176(93)80003-w" @default.
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