A Study of Conformational Effects on Oxidation Kinetics of N-H- and N-Methyl-4-piperidones with N-Bromosuccinimide A Comparative Analysis
| Main Authors: | (MRS.) KR. MEENAL, (MRS.) D. VIMALA DEVI |
|---|---|
| Format: | Article Journal |
| Bahasa: | eng |
| Terbitan: |
, 1996
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| Subjects: | |
| Online Access: |
https://zenodo.org/record/5897413 |
| ctrlnum |
5897413 |
|---|---|
| fullrecord |
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<dc schemaLocation="http://www.openarchives.org/OAI/2.0/oai_dc/ http://www.openarchives.org/OAI/2.0/oai_dc.xsd"><creator>(MRS.) KR. MEENAL</creator><creator>(MRS.) D. VIMALA DEVI</creator><date>1996-08-31</date><description>Department of Chemistry, Seethalakshmi Ramaswami College (Autonomous), Trichy-620 002
Manuscript received 26 March 1993, revised 25 October 1994, accepted 18 January 1995
A comparative oxidation kinetics of six pairs of N-H and .V-methyl-2,6-diphenyl-4-piperidones with N-bromosuccinimide (NBS) in aqueous acetic acid medium (20-80%, v/v) at constant ionic strength in presence or mercuric acetate has been investigated. The effect of alkyl substituents on the rates or oxidation in N-H series parallels their effects in N-H series. The enhanced rates N-Me compounds compared to their N-Il counterparts and the least reactivity of 3,5-dimethyl-2,6-diphenyl-4-piperidones have been rationalised on the basis of their conformation. The reactions are second order, first order each in (piperidone) and [NBS]. Negative salt effect, positive dielectric effect and nil succinimide effect have been observed suggesting NBS itself as the reactive species. A mechanism involving formation of a cyclic transition slate by the interaction between the enol form of piperidone and NBS, consistent with reaction stoichiometry has been proposed.
</description><identifier>https://zenodo.org/record/5897413</identifier><identifier>10.5281/zenodo.5897413</identifier><identifier>oai:zenodo.org:5897413</identifier><language>eng</language><relation>doi:10.5281/zenodo.5897412</relation><rights>info:eu-repo/semantics/openAccess</rights><rights>https://creativecommons.org/licenses/by/4.0/legalcode</rights><source>Journal of Indian Chemical Society Vol. 73(Aug 1996) 391-396</source><subject>Bromosuccinimide</subject><subject>Oxidation</subject><subject>Piperidone</subject><title>A Study of Conformational Effects on Oxidation Kinetics of N-H- and N-Methyl-4-piperidones with N-Bromosuccinimide : A Comparative Analysis</title><type>Journal:Article</type><type>Journal:Article</type><recordID>5897413</recordID></dc>
|
| language |
eng |
| format |
Journal:Article Journal Journal:Journal |
| author |
(MRS.) KR. MEENAL (MRS.) D. VIMALA DEVI |
| title |
A Study of Conformational Effects on Oxidation Kinetics of N-H- and N-Methyl-4-piperidones with N-Bromosuccinimide : A Comparative Analysis |
| title_sub |
A Comparative Analysis |
| publishDate |
1996 |
| topic |
Bromosuccinimide Oxidation Piperidone |
| url |
https://zenodo.org/record/5897413 |
| contents |
Department of Chemistry, Seethalakshmi Ramaswami College (Autonomous), Trichy-620 002
Manuscript received 26 March 1993, revised 25 October 1994, accepted 18 January 1995
A comparative oxidation kinetics of six pairs of N-H and .V-methyl-2,6-diphenyl-4-piperidones with N-bromosuccinimide (NBS) in aqueous acetic acid medium (20-80%, v/v) at constant ionic strength in presence or mercuric acetate has been investigated. The effect of alkyl substituents on the rates or oxidation in N-H series parallels their effects in N-H series. The enhanced rates N-Me compounds compared to their N-Il counterparts and the least reactivity of 3,5-dimethyl-2,6-diphenyl-4-piperidones have been rationalised on the basis of their conformation. The reactions are second order, first order each in (piperidone) and [NBS]. Negative salt effect, positive dielectric effect and nil succinimide effect have been observed suggesting NBS itself as the reactive species. A mechanism involving formation of a cyclic transition slate by the interaction between the enol form of piperidone and NBS, consistent with reaction stoichiometry has been proposed.
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ZAIN Publications |
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Cognizance Journal of Multidisciplinary Studies |
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Stockholm |
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INTERNASIONAL |
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2022-06-06T05:51:47Z |
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