𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Isotopic exchange of active methyl hydrogens. IV(1). Preparation of 1,3-di-d3-methylnaphthalene, d9-mesitylene and d9-mesitylene derivatives from 2,4,6-tri-d3-methylpyrylium perchlorate

✍ Scribed by A. Barabas; Eugenia Gǎrd; Alice Vasilescu; A. T. Balaban

Publisher
John Wiley and Sons
Year
1966
Tongue
French
Weight
385 KB
Volume
2
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

Starting ,from the easily available 2,4,6-tri-d3-methyIpyrylium perchlorate, the .following methyl-deuterated compounds were prepared : 1,3-dimethylnaphthalene III, nitromesitylene I V, mesidine V, mesitylenediazonium hydrogen sulphate VI, mesitylene VII, mesitol VIII and I-mesityleneazo-2-naphthol IX. Their infrared spectra and deuterium analyses show that some dedeuteration occurs during the reaction of pyrylium salts.

A new naphthalene synthesis ,from benzylmagneJium chloride and 1,Ediketones is reported.

* As in the previous paper (1) the letter " a " following a roman numeral denotes the non-deuterated counterpart of the compound indicated by that numeral.

📜 SIMILAR VOLUMES

Isotope exchange of active methyl hydrog
Isotope exchange of active methyl hydrogens. III. Preparation of 2, 4, 6-tri-d3-methylpyridine, 3, 5-di-d3-methylphenol, 3, 5-di-d3-methyl-2-acetylfuran, and 4, 6, 8-tri-d3-methylazulene, from 2, 4, 6-tri-d3-methylpyrylum perchlorate
✍ A. T. Balaban; E. Gǎrd; A. Vasilescu; A. Barabas 📂 Article 📅 1965 🏛 John Wiley and Sons 🌐 French ⚖ 361 KB

From 2,4,6-tri-da-methylpyryliurn perchlorate the title compounds II-V were obtained by reaction with aqueous or gaseous ammonia, aqueous sodium hydroxide, aqueous hydrogen peroxide and sodium cyclopentadienide, respectively. The preparation of II-IV in aqueous solution proves that the nucleophilic