𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Kinetics and mechanism of chlorination of toluene and some substituted toluenes by chloramine-T

✍ Scribed by P. S. Radhakrishnamurti; Subas C. Pati; B. R. Dev

Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
428 KB
Volume
14
Category
Article
ISSN
0538-8066

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The kinetics of chlorination of toluene, o‐methyl toluene, p‐methyl toluene, m‐methyl toluene, and m‐chlorotoluene by chloramine‐T(CAT) in aqueous acetic acid in the presence of HClO~4~ have been studied. The reaction is first order with respect to [CAT] as well as [H^+^]. The order with respect to the substrate is unity in the case of toluene and m‐chlorotoluene, fractional in the case of o‐methyl toluene and p‐methyl toluene, and zero order in the case of m‐methyl toluene. Nuclear halogenation has been observed with m‐methyl toluene, while nuclear and side‐chain halogenation for p‐methyl toluene and o‐methyl toluene, and sidechain halogenation for toluene and m‐chlorotoluene are the pathways. An increase in the proportion of acetic acid accelerates the rate. Added acetate ions inhibit the reaction, and added p‐toluene sulfonamide causes a pronounced retardation. A mechanism involving AcO^+^HCl as the important electrophile is discussed.

📜 SIMILAR VOLUMES

Kinetics and mechanism of oxidation of s
Kinetics and mechanism of oxidation of some para-, meta-, and ortho-substituted ethyl S-phenylmercaptoacetates by chloramine-B(CAB)
✍ R. Gurumurthy; K. Sathiyanarayanan; M. Gopalakrishnan 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 English ⚖ 390 KB 👁 1 views

The kinetics of oxidation of ethyl S-phenylmercapto acetate and several para-, meta-, and ortho-substituted ethyl S-phenylmercaptoacetates by chloramine-B have been studied in 50% (V/V) aqueous ethanol medium containing phosphate buffer. This oxidation is of first order with respect to substrate and

Chloramine-T in Radiolabeling Techniques
Chloramine-T in Radiolabeling Techniques: I. Kinetics and Mechanism of the Reaction between Chloramine-T and Amino Acids
✍ A.A. Hussain; R. Awad; P.A. Crooks; L.W. Dittert 📂 Article 📅 1993 🏛 Elsevier Science 🌐 English ⚖ 317 KB

The determination of the rate and pH dependency of chlorination of amino acids by chloramine-T (CAT) using the model compounds beta-alanine, L-alanine, and L-alanine ethyl ester was investigated. The reactions were studied under pseudo-first-order conditions where the amino acid concentration was in

Kinetics and mechanism of chloramine-T o
Kinetics and mechanism of chloramine-T oxidation of cinnamaldehyde in two acid media
✍ C. K. Mythily; K. S. Rangappa; N. M. Made Gowda 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 462 KB

Kinetics of oxidation of cinnamaldehyde (Cinn) by chloramine-T (CAT) has been studied in solutions containing HCl and H2S04 at 313 K. The respective experimental rate laws obtained in HCl and HZS04 media are as follows: (1) and Here the value of x varies from 0.9 to zero while the values of y and

Kinetics of oxidation of some meta- and
Kinetics of oxidation of some meta- and para-substituted phenyl methyl sulfoxides by chloramine-T in buffered ethanol–water
✍ K. Ganapathy; P. Jayagandhi 📂 Article 📅 1983 🏛 John Wiley and Sons 🌐 English ⚖ 375 KB 👁 1 views

The kinetics of oxidation of methyl phenyl sulfoxide by chloramine-T (CAT) has been studied in buffered ethanol-water (1:l v/v) of pH 7.0. The reaction was found to follow no simple-order kinetics. A possible mechanism is suggested involving three rate-controlling steps: (1) the reaction between RNH