Basicity of nitrogen-sulphur(Vi) compounds. part 3.1 protonation equilibria of sulphamates using potentiometric and13c nuclear magnetic resonance methods

William J. Spillane; Thomas J. Hannigan; Kevin P. Shelly

doi:10.1039/P29820000019

Basicity of nitrogen-sulphur(Vi) compounds. part 3.¹ protonation equilibria of sulphamates using potentiometric and¹³c nuclear magnetic resonance methods

William J. Spillane
, Thomas J. Hannigan
, Kevin P. Shelly

Cellular & Molecular Medicine

University of Galway

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

9 Citations (Scopus)

Abstract

Potentiometric and¹³C n.m.r. methods have been used to study the sulphamate equilibria in Scheme 1. pK_a Values for step b have been determined for 19 sulphamates including seven hetero-sulphamates which contain an additional nitrogen atom. The determination of pK₁ (for the hetero-nitrogen atom) and pK₂ (for the sulphamate nitrogen atom) required the use of a computer program in a few instances where the basicities of the two nitrogens were close (overlapping pK_a values), pK_a Values (ca. 12) for step a have been determined for five compounds. Step c has been studied in H₂SO₄ and the pK_a values (−1.2 to −1.74 from the Bunnett and Olsen equation) have been determined for three compounds.

Original language	English
Pages (from-to)	19-24
Number of pages	6
Journal	Journal of the Chemical Society. Perkin Transactions 2
Issue number	1
DOIs	https://doi.org/10.1039/P29820000019
Publication status	Published - 1982

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@article{cd134e23726a4b48bd5c5b00b1cb94ad,

title = "Basicity of nitrogen-sulphur(Vi) compounds. part 3.1 protonation equilibria of sulphamates using potentiometric and13c nuclear magnetic resonance methods",

abstract = "Potentiometric and13C n.m.r. methods have been used to study the sulphamate equilibria in Scheme 1. pKa Values for step b have been determined for 19 sulphamates including seven hetero-sulphamates which contain an additional nitrogen atom. The determination of pK1 (for the hetero-nitrogen atom) and pK2 (for the sulphamate nitrogen atom) required the use of a computer program in a few instances where the basicities of the two nitrogens were close (overlapping pKa values), pKa Values (ca. 12) for step a have been determined for five compounds. Step c has been studied in H2SO4 and the pKa values (−1.2 to −1.74 from the Bunnett and Olsen equation) have been determined for three compounds.",

author = "Spillane, \{William J.\} and Hannigan, \{Thomas J.\} and Shelly, \{Kevin P.\}",

year = "1982",

doi = "10.1039/P29820000019",

language = "English",

pages = "19--24",

journal = "Journal of the Chemical Society. Perkin Transactions 2",

issn = "1470-1820",

publisher = "Chemical Society",

number = "1",

}

Basicity of nitrogen-sulphur(Vi) compounds. part 3.¹ protonation equilibria of sulphamates using potentiometric and¹³c nuclear magnetic resonance methods. / Spillane, William J.; Hannigan, Thomas J.; Shelly, Kevin P.
In: Journal of the Chemical Society. Perkin Transactions 2, No. 1, 1982, p. 19-24.

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

TY - JOUR

T1 - Basicity of nitrogen-sulphur(Vi) compounds. part 3.1 protonation equilibria of sulphamates using potentiometric and13c nuclear magnetic resonance methods

AU - Spillane, William J.

AU - Hannigan, Thomas J.

AU - Shelly, Kevin P.

PY - 1982

Y1 - 1982

N2 - Potentiometric and13C n.m.r. methods have been used to study the sulphamate equilibria in Scheme 1. pKa Values for step b have been determined for 19 sulphamates including seven hetero-sulphamates which contain an additional nitrogen atom. The determination of pK1 (for the hetero-nitrogen atom) and pK2 (for the sulphamate nitrogen atom) required the use of a computer program in a few instances where the basicities of the two nitrogens were close (overlapping pKa values), pKa Values (ca. 12) for step a have been determined for five compounds. Step c has been studied in H2SO4 and the pKa values (−1.2 to −1.74 from the Bunnett and Olsen equation) have been determined for three compounds.

AB - Potentiometric and13C n.m.r. methods have been used to study the sulphamate equilibria in Scheme 1. pKa Values for step b have been determined for 19 sulphamates including seven hetero-sulphamates which contain an additional nitrogen atom. The determination of pK1 (for the hetero-nitrogen atom) and pK2 (for the sulphamate nitrogen atom) required the use of a computer program in a few instances where the basicities of the two nitrogens were close (overlapping pKa values), pKa Values (ca. 12) for step a have been determined for five compounds. Step c has been studied in H2SO4 and the pKa values (−1.2 to −1.74 from the Bunnett and Olsen equation) have been determined for three compounds.

UR - https://www.scopus.com/pages/publications/9444263426

U2 - 10.1039/P29820000019

DO - 10.1039/P29820000019

M3 - Article

AN - SCOPUS:9444263426

SN - 1470-1820

SP - 19

EP - 24

JO - Journal of the Chemical Society. Perkin Transactions 2

JF - Journal of the Chemical Society. Perkin Transactions 2

IS - 1

ER -

Basicity of nitrogen-sulphur(Vi) compounds. part 3.¹ protonation equilibria of sulphamates using potentiometric and¹³c nuclear magnetic resonance methods

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