𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Chemistry of Coumarins. - Nucleophilic Substitutions of 4-Chloro-3-nitrocoumarin with Hard and Soft Nucleophiles

✍ Scribed by Tabaković, K. ;Tabaković, I. ;Trkovnik, M. ;Trinajstić, N.

Publisher
John Wiley and Sons
Year
1983
Tongue
English
Weight
501 KB
Volume
1983
Category
Article
ISSN
0947-3440

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Reactions of 4‐chloro‐3‐nitrocoumarin with a variety of nucleophiles produced a number of novel substituted coumarins. Hard and borderline nucleophiles exclusively substitute chlorine in position 4, while soft nucleophiles substitute the nitro group in position 3 (except for iodide) of the title compound. This result of the nucleophilic substitution of 4‐chloro‐3‐nitrocoumarin is rationalized in terms of the HSAB model.

📜 SIMILAR VOLUMES

Nucleophilic substitutions at the pyridi
Nucleophilic substitutions at the pyridine ring: Kinetics of the reaction of 2-chloro-3-nitro and 2-chloro-5-nitropyridines with piperidine and morpholine in methanol and benzene
✍ Ezzat A. Hamed 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 148 KB 👁 2 views

The kinetics of the reactions of 2-chloro-3-nitropyridine (ortho-like) and 5-nitro ( para-like) isomer with morpholine and piperidine were studied in methanol and benzene at several amine concentrations and temperatures in the range 25 -45°C. The data show that k 3-NO 2 /k 5-NO 2 ratios are less tha