Research Article

A Study of Solvent Effects in the Solvolysis of Propargyl Chloroformate

Table 2

Correlation of the specific rates of reaction of 17 using the extended Grunwald-Winstein equation (2).

Substrate 𝑛 a 𝑙 b 𝑚 b 𝑙 / 𝑚 𝑐 c 𝑅 d 𝐹 e

122 1 . 3 7 ± 0 . 1 0 0 . 4 7 ± 0 . 0 7 2.91 0 . 1 1 ± 0 . 1 1 0.970152
20f 1 . 4 4 ± 0 . 1 1 0 . 5 1 ± 0 . 0 8 2.82 0 . 1 2 ± 0 . 1 0 0.977181
249g 1 . 6 6 ± 0 . 0 5 0 . 5 6 ± 0 . 0 3 2.96 0 . 1 5 ± 0 . 0 7 0.980568
20h 1 . 5 5 ± 0 . 1 3 0 . 4 8 ± 0 . 0 9 3.23 0 . 1 4 ± 0 . 1 2 0.978186
344i 1 . 6 0 ± 0 . 0 5 0 . 5 7 ± 0 . 0 5 2.81 0 . 1 8 ± 0 . 0 6 0.981517
439j 1 . 6 8 ± 0 . 0 6 0 . 4 6 ± 0 . 0 4 3.65 0 . 0 7 4 ± 0 . 0 8 0.976363
519k 1 . 6 1 ± 0 . 0 9 0 . 4 6 ± 0 . 0 4 3.50 0 . 0 4 ± 0 . 2 2 0.975157
615l 1 . 9 5 ± 0 . 1 6 0 . 5 7 ± 0 . 0 5 3.42 0 . 1 6 ± 0 . 1 5 0.96683
11l 0 . 2 5 ± 0 . 0 5 0 . 6 6 ± 0 . 0 6 0.38 2 . 0 5 ± 0 . 1 1 0.97680
750m 1 . 5 4 ± 0 . 0 6 0 . 5 4 ± 0 . 0 3 2.85 0 . 0 5 ± 0 . 0 6 0.968347

a 𝑛 is the number of solvents. bWith associated standard error. cAccompanied by standard error of the estimate. dCorrelation coefficient. e 𝐹 -test value. fNo 95A, 80HFIP, to compare with 2 in identical solvents. gValues taken from [24, 25]. hTo compare with 1 in identical solvents. iValues taken from [25, 28]. jValues taken from [30]. kValues taken from [31, 32]. lValues taken from [32]. mValues taken from [35].