Aromatic sulphonates and the hydrolysis of 2-(p-nitrophenoxy)tetrahydropyran | Zendy

Stella O'Leary | Zendy

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Aromatic sulphonates and the hydrolysis of 2-(p-nitrophenoxy)tetrahydropyran

Author(s) -

Stella O'Leary

Publication year - 1984

Publication title -

canadian journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.323

H-Index - 68

eISSN - 1480-3291

pISSN - 0008-4042

DOI - 10.1139/v84-221

Subject(s) - chemistry , tetrahydropyran , hydrolysis , ionic strength , salt (chemistry) , medicinal chemistry , reaction rate constant , organic chemistry , ring (chemistry) , kinetics , aqueous solution , physics , quantum mechanics

The rate of hydrolyis of 2-(p-nitrophenoxy)tetrahydropyran was measured in a variety of buffers in water at 30 °C. At low ionic strength (μ = 0.05), 3,6-disulphonaphthoxyacetic acid catalysed the reaction. The second-order rate constant was 20 times faster than predicted from pK a . At high ionic strength (μ = 0.5), plots of k obs vs. total buffer concentration for both 3,6-disulphonaphthoxyacetic acid and 6,8-disulphonaphthyoxyacetic acid go through a maximum. Polyacrylic acid catalysed the reaction. The results are discussed in terms of aggregation and salt effects.

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