Effects of two oppositely polarizing, distant substituents on the rate and stereochemistry of solvolysis of 2-adamantyl tosylate
โ Scribed by Xie, Mei; Le Noble, W. J.
- Book ID
- 126805880
- Publisher
- American Chemical Society
- Year
- 1989
- Tongue
- English
- Weight
- 376 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0022-3263
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๐ SIMILAR VOLUMES
## 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 solvolysis rates of 1-aryl-1-(p-methoxyphenyl)-2,2,2-trifluoroethyl and 1-aryl-1-(p-phenoxyphenyl)-2,2,2-trifluoroethyl bromides and chlorides were conductimetrically measured at 25.0 ยฐC in 80% aqueous ethanol. The solvolysis rates of 1-(p-methylphenyl)-fixed series were also set up to analyze t
## 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