Mechanism of reactions of α-diazosulphones acid-catalysed hydrolysis of p-methoxyphenylsulphonyl diazomethane
✍ Scribed by B. Zwanenburg; J.B.F.N. Engberts; J. Strating
- Publisher
- Elsevier Science
- Year
- 1964
- Tongue
- French
- Weight
- 182 KB
- Volume
- 5
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Recently a-diazosulphones' which are a new type of diazo compounds, were prepared by Strating and Van Leusenc. It is worthwhile to compare the reactivity of these compounds with that of other types of diazo compounds. Therefore, p-metholryphenylsulphonyl diazomethane (I) was subjected to acid-catalgsed hydrolysis, and the mechanism of this reaction investigated more closely. The reaction occurring is similar to that of diazoketones. P-cH3Oc6R4 2 SO CBN2 + H30* +p-CH30C6H4S02CH20R + N2 + H' I II Presumably, tpe reaction product II3 is partly dissociated into formaldehyde and p-methoxybenzenesulphinic acid.
📜 SIMILAR VOLUMES
We recently reported' that acctanilide readily sulphonatcs in solutions of sulphuric acid > 70 per cent I& to form I+acetylsulphanilic acid , and noted that the rate of hydrolysis of this latter compound increased with increasing acidity beyond 80 per cent d= sulphuric acid. Ve have now prepared IG
Szinzmavy. The rates of the acid-catalysetl hydrolysis < I f a serics of hryi-2,2,2-trifluorocliazocthanes Ia-d havc been mcasured in dioxan/\vatcr/HC104. Thc results arc well corrclatetl with the Hanznzett equation when up substituent constants are used ( @ = -1.74 and er, = -1.75). Kinetic solven