Summary
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1.
The ionization of p-nitrophenol in several dimethyl sulfoxide-aliphatic amine systems was studied spectrophotometrically. It was shown that two forms of the p-nitrophenoxide anion exist having λmax ≈ 402 nm and 436–438 nm, whose relative content depends on the composition of the medium.
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2.
Dimethyl sulfoxide specifically solvates the ion pair [p-nitrophenol]-[amine]. In the ion pairs [nitrophenol]-[n-butylamine] and [nitrophenol]-[diethylamine], the solvation numbers n = 3 and 2, respectively.
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3.
On passing from proton-associated solvents (water, amines) to DMSO, the absorption-band halfwidth for the p-nitrophenoxide anion decreases, and the extinction coefficient increases accordingly.
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4.
A scheme for the specific solvation of an ion pair in the medium DMSO is proposed.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1011–1017, May, 1976.
The authors thank K. Ya. Burshtein for a discussion of the work.
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Filatova, T.N., Knurgin, Y.I. Specific solvation of ion pairs in the medium dimethyl sulfoxide. Russ Chem Bull 25, 986–991 (1976). https://doi.org/10.1007/BF00921977
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DOI: https://doi.org/10.1007/BF00921977