Kinetics of the nucleophilic substitution reactions of methyl 2,4-dichloro-3,5-dinitrobenzoate with piperidine, piperazine, morpholine and thiomorpholine in methanol and benzene | Health & Environmental Research Online (HERO)

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HERO ID

1146870

Reference Type

Journal Article

Title

Kinetics of the nucleophilic substitution reactions of methyl 2,4-dichloro-3,5-dinitrobenzoate with piperidine, piperazine, morpholine and thiomorpholine in methanol and benzene

Author(s)

Fathalla, MF; Hamed, EA

Year

2006

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Journal

Journal of Chemical Research
ISSN: 1747-5198
EISSN: 2047-6507

Issue

Page Numbers

413-416

Language

English

DOI

10.3184/030823406777980646

URL

https://www.scopus.com/inward/record.uri?eid=2-s2.0-33747151315&doi=10.3184%2f030823406777980646&partnerID=40&md5=6ee17f5cd52f37205c24cf99e6137bf6
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Abstract

The kinetic of the nucleophilic substitution of methyl 2,4-dichloro-3,5- dinitrobenzoate with piperidine, piperazine, morpholine and thiomorpholine in methanol and benzene were determined spectrophotometrically at different amine concentrations and at temperatures ranging from 25 to 45 °C. The second order rate constants and the thermodynamic parameters show that the reactions are not amine catalysed and are greatly dependent of the nature of solvent and amine. UV, IR, 1H NMR, and elemental analysis are used to prove the aminodechlorination at C-2.

Keywords

2,4-dichloro-3,5-dinitrobenzoate; methanol; benzene; secondary cyclic amines