## Abstract The rate constants for 3โsubstituted adamantyl __p__โtoluenesulfonates **3a**โ**3k** in ethanol/water 80:20 correlate well with the respective inductive substituent constants ฯ. The reaction constant ฯ for the toluenesulfonates **3** is 10% larger than for the corresponding bromides **2
The importance of steric bulk and acidity in solvolysis. The mechanism of solvolysis of 1-adamantyl bromide
โ Scribed by Samuel P. McManus; Steven E. Zutaut
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 249 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
Product selectivities from solvolysis of l-adamantyl bromide in several binary protic solvents are revealing about the relative importance of solvent acidity and bulk (
๐ SIMILAR VOLUMES
Solvolysis rates and products of 3-substituted bxyclo[l.l.l1pentyl branldes indicate extremely strong inductive charge dispersal in the ionization to bxyclo[l .l.l lpentyl-l-cations, the precursors of 3-methylenecyclobutls. Recent studies have shown that the solvolys~s rates (log k) of several bl-an
## Abstract The rate constants (log __k__) for the solvolysis of 4^e^โsubstituted 2^e^โ and 2^a^โadamantyl __p__โnitrobenzenesulfonates **14** and **15**, respectively, in 80% EtOH correlate linearly with the respective inductive substituent constants ฯ. Therefore, relative rates are controlled by
As an Es value for the methanesulfonyloxy group was employed that of the ethoxy group.