Scientific article
English

Nucleophilic Substitution in Dipolar Aprotic Solvents: Hexamethylphosphoric Triamide

Published inHelvetica chimica acta, vol. 55, no. 8, p. 2965-2971
Publication date1972-11-01
First online date2004-10-25
Abstract

The rate of the reaction between ethyl tosylate and chloride as well as bromide ion has been measured in hexamethylphosphoric triamide in the presence of several counterions. Rate constants for the free ions at 25.0° are 14.4 mole−1 for chloride and 2.0 mole−1min−1 for bromide, both independent of the cation used. The equilibrium constants for ion pair dissociation of lithium‐, ammonium‐ and tetra‐n‐butylammonium chloride are 3.97 × 10−2, 1.52 × 10−3 and 6.36 × 10−3 mole, and for the corresponding bromides 3.30 × 10−2, 9.65 × 10−3, and 9.62 × 10−3 mole.

Citation (ISO format)
MULLER, Paul, SIEGFRIED, Bernard. Nucleophilic Substitution in Dipolar Aprotic Solvents: Hexamethylphosphoric Triamide. In: Helvetica chimica acta, 1972, vol. 55, n° 8, p. 2965–2971. doi: 10.1002/hlca.19720550829
Main files (1)
Article (Published version)
accessLevelRestricted
Identifiers
Journal ISSN0018-019X
46views
0downloads

Technical informations

Creation16/06/2023 08:36:28
First validation19/06/2023 08:48:59
Update time19/06/2023 08:48:59
Status update19/06/2023 08:48:59
Last indexation01/11/2024 05:22:04
All rights reserved by Archive ouverte UNIGE and the University of GenevaunigeBlack