Bridging the gap between the gas phase and solution: transition in the kinetics of nucleophilic displacement reactions

1981 ◽  
Vol 103 (4) ◽  
pp. 978-979 ◽  
Author(s):  
Diethard K. Bohme ◽  
Gervase I. Mackay
Keyword(s):  
Gas Phase ◽  
Nucleophilic Displacement ◽  
Displacement Reactions ◽  
Kinetics Of

Gas-phase measurements of the influence of stepwise solvation on the kinetics of SN2 reactions of solvated F− with CH3Cl and CH3Br and of solvated Cl− with CH3Br

1985 ◽  
Vol 63 (11) ◽  
pp. 3007-3011 ◽  
Author(s):  
Diethard K. Bohme ◽  
Asit B. Raksit
Keyword(s):  
Gas Phase ◽  
Room Temperature ◽  
Specific Rate ◽  
Flowing Afterglow ◽  
Phase Measurements ◽  
Sn2 Reactions ◽  
Energy Profiles ◽  
Nucleophilic Displacement ◽  
Displacement Reactions ◽  
Kinetics Of

Flowing afterglow measurements are reported which reveal the influence of stepwise solvation on the nucleophilicity of F− and Cl− in the gas phase at room temperature. The specific rates of nucleophilic displacement reactions with CH3Cl and CH3Br are followed for additions of up to three molecules of solvent for F− solvated with D2O, CH3OH, and C2H5OH and for Cl− solvated with CH3OH, C2H5OH, CH3COCH3, HCOOH, and CH3COOH. The observed precipitous response of the specific rate to solvation is attributed to intermediate features of plausible reaction energy profiles.

The gas phase reactivity of the dimethylchloronium ion with alkylbenzenes

1981 ◽  
Vol 59 (15) ◽  
pp. 2412-2416 ◽  
Author(s):  
John A. Stone ◽  
Margaret S. Lin ◽  
Jeffrey Varah
Keyword(s):  
High Pressure ◽  
Gas Phase ◽  
Mass Spectrometer ◽  
Aromatic Hydrocarbons ◽  
Relative Rate ◽  
Ion Source ◽  
Nucleophilic Displacement ◽  
Rate Of Reaction ◽  
Displacement Reactions ◽  
Bonded Complexes

The reactivity of the dimethylchloronium ion with a series of aromatic hydrocarbons has been studied in a high pressure mass spectrometer ion source using the technique of reactant ion monitoring. Benzene is unreactive but all others, from toluene to mesitylene, react by CH3+ transfer to yield σ-bonded complexes. The relative rate of reaction increases with increasing exothermicity in line with current theories of nucleophilic displacement reactions.

Gas-phase nucleophilic displacement reactions

1995 ◽  
Vol 30 (12) ◽  
pp. 1653-1662 ◽  
Author(s):  
William N. Olmstead ◽  
John I. Brauman
Keyword(s):  
Gas Phase ◽  
Nucleophilic Displacement ◽  
Displacement Reactions
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