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Kinetics of the nucleophilic substitution of benzyl-tributylammonium bromide with allyl, butyl, and benzyl chlorides and with benzyl acetate and benzyl ether

✍ Scribed by Ten-Tsai Wang; Chyi-Huang Chang; Ting-Chia Huang

Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
657 KB
Volume
28
Category
Article
ISSN
0538-8066

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✦ Synopsis

In this study, we investigated the kinetics of the nucleophilic substitutions, RX + (BzBu,NBr) RBr + (BzBu,NX), where R = allyl. Bu and Bz, when X = CI; and X = AcO and BzO when R = Bz The forward and backward rate constants in addition to the activation energies for R = allyl and Bu were also determined However, only the rate constants at 35Β°C were determined for the benzyl compounds with toluene as the solvent to reduce the reaction rate. Moreover, the effects of the structures of the groups R and the leaving groups X on the reactivity were compared. Results in this study can provide valuable information for future studies involving the phase transfer catalyzed displacements. 0 1996 John Wiley & Sons. Inc I 1 aq. X-+ (QY) -Y-+ (QX)

The ion pairs (QX) produced in the organic phase

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