Nucleophilic displacement reactions in carbohydrates. Part II. Reaction of 2,3:6,7-di-O-isopropylidene-5-O-toluene-p-sulphonyl-D-glycero-D-gulo-heptofuranose with sodium methoxide

1968 ◽  
pp. 562 ◽  
Author(s):  
J. S. Brimacombe ◽  
L. C. N. Tucker
Keyword(s):  
Sodium Methoxide ◽  
Nucleophilic Displacement ◽  
Displacement Reactions

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.

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