Nucleophilic displacement reactions in carbohydrates. Part XIV. The reaction of 2,3-O-isopropylidene-5,6-bis-O-methylsulphonyl-α-D-mannofuranose with sodium methoxide: a route toL-allose derivatives

1970 ◽  
Vol 0 (9) ◽  
pp. 1273-1277 ◽  
Author(s):  
J. S. Brimacombe ◽  
F. Hunedy ◽  
A. Husain
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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