Evaluation of Electronic Effects in the Solvolyses of p-Methylphenyl and p-Chlorophenyl Chlorothionoformate Esters

Table 2

Correlations of the specific rates of solvolysis of 1–8 using the extended Grunwald-Winstein equation (1).


Substrate								Mechanism

1	9	1.88 ± 0.28	0.56 ± 0.15	0.38 ± 0.15	0.950	28	3.36	A-E
1	18	0.34 ± 0.05	0.93 ± 0.09	−2.54 ± 0.34	0.955	77	0.37	S _N1
2	49	1.66 ± 0.05	0.56 ± 0.03	0.15 ± 0.07	0.980	568	2.96	A-E
3	31	0.69 ± 0.05	0.95 ± 0.03	0.18 ± 0.05	0.987	521	0.72	S _N1
4	16	1.74 ± 0.17	0.48 ± 0.07	0.19 ± 0.23	0.946	55	3.62	A-E
4	6	0.62 ± 0.08	0.92 ± 0.11	−2.29 ± 0.13	0.983	44	0.67	S _N1
5	22	1.32 ± 0.13	0.39 ± 0.08	−0.02 ± 0.10	0.952	95	3.38	A-E
6	13ⁱ	1.63 ± 0.31	0.46 ± 0.10	0.30 ± 0.12	0.881	17	3.54	A-E
6	7^j	0.45 ± 0.13	1.07 ± 0.14	−2.25 ± 0.20	0.986	69	0.42	S _N1
7	13ⁱ	1.79 ± 0.16	0.45 ± 0.07	−0.05 ± 0.09	0.966	69	3.98	A-E
8	10	1.76 ± 0.28	0.54 ± 0.15	0.34 ± 0.15	0.943	28	3.26	A-E
8	5	0.53 ± 0.18	0.89 ± 0.18	−2.66 ± 0.35	0.967	15	0.60	S _N1

is the number of solvents. ith associated standard error. orrelation coefficient. -test value. alues taken from [26, 27]. alues taken from [25, 26]. alues taken from [28]. alues taken from [49]. xcluding the data points in aqueous HFIP, aqueous TFE, and 80T-20E in regression calculations. sing only the data points in aqueous HFIP, aqueous TFE, and 80T-20E in regression calculations. alues taken from [40].

Journal of Chemistry

Evaluation of Electronic Effects in the Solvolyses of p-Methylphenyl and p-Chlorophenyl Chlorothionoformate Esters

Table 2