Electronic and steric effects in the SNAr substitution reactions of substituted anilines with 2,4-dinitrophenyl 2,4,6-trinitrophenyl ether in acetonitrile
| dc.contributor.author | Crampton, R.M. | |
| dc.contributor.author | Emokpae, T.A. | |
| dc.contributor.author | Isanbor, C. | |
| dc.date.accessioned | 2019-08-23T14:30:50Z | |
| dc.date.available | 2019-08-23T14:30:50Z | |
| dc.date.issued | 2005-10-28 | |
| dc.description.abstract | Rate measurements are reported for the reactions of 12 ring-substituted anilines with 2,4-dinitrophenyl 2,4,6-trinitrophenyl ether (1) in acetonitrile. Formation of the products, the correspondingly substituted 2,4,6- trinitrodiphenylamines, occurs without the observation of intermediates in detectable amounts by both base-catalysed and uncatalysed pathways and Hammett value were determined for these processes. The results show that although substituents at the 3- or 4-positions of the anilines have only small steric effects, alkyl substituents at the 2-position may result in considerable reductions in reactivity. These effects are more pronounced for the base-catalysed pathway and in 2,6-dimethylaniline the uncatalysed pathway takes all the reaction flux. In the case of the 2-fluoro substituent the electronic effect, strong inductive electron withdrawal, is dominant over steric effects. | en_US |
| dc.identifier.citation | Crampton, M. R., Emokpae, T. A., & Isanbor, C. (2006). Electronic and steric effects in the SNAr substitution reactions of substituted anilines with 2, 4‐dinitrophenyl 2, 4, 6‐trinitrophenyl ether in acetonitrile. Journal of physical organic chemistry, 19(1), 75-80. | en_US |
| dc.identifier.other | 10.1002/poc.997 | |
| dc.identifier.uri | https://ir.unilag.edu.ng/handle/123456789/4632 | |
| dc.language.iso | en | en_US |
| dc.publisher | Wiley | en_US |
| dc.relation.ispartofseries | J. Phys. Org. Chem. 2006;19: 75–80 | |
| dc.subject | Research Subject Categories::NATURAL SCIENCES::Chemistry::Physical chemistry::Kinetics | en_US |
| dc.subject | Research Subject Categories::NATURAL SCIENCES::Chemistry::Organic chemistry::Physical organic chemistry | en_US |
| dc.title | Electronic and steric effects in the SNAr substitution reactions of substituted anilines with 2,4-dinitrophenyl 2,4,6-trinitrophenyl ether in acetonitrile | en_US |
| dc.type | Article | en_US |