ACID-CATALYZED HYDROLYSIS OF TERT-BUTYL PHENYL ETHER - AN APPLICATION OF THE EXCESS ACIDITY METHOD

被引：9
|
作者：
LAJUNEN, M
TANSKANENLEHTI, K
机构：
来源：
ACTA CHEMICA SCANDINAVICA | 1994年 / 48卷 / 11期
关键词：
D O I：
10.3891/acta.chem.scand.48-0861
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Hydrolysis of tert-butyl phenyl ether in aqueous perchloric acid solutions was studied by capillary GC. The activation entropy (67 J K-1 mol-1), the solvent deuterium isotope effect (k(H)/k(D) = 0.37) and the relative rate (k(t-BuOPh)/k(iPrOPh almost-equal-to 10(7)) are in agreement with the unimolecular mechanism (A-1) of hydrolysis. The kinetic excess acidity method gives the pK(SH+) value as -1.91 +/- 0.03 at 283 K and the m(not-equal) parameter as 2.02 +/- 0.02, which also accords only with the A-1 mechanism. The values are compared with those evaluated for the hydrolyses of several secondary alkyl phenyl ethers.
引用
收藏
页码：861 / 864
页数：4
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