A novel indicator series for measuring pKa values in acetonitrile

Jennifer M. Heemstra; Jeffrey S. Moore

doi:10.1016/j.tet.2004.05.019

A novel indicator series for measuring pK_a values in acetonitrile

Research output: Contribution to journal › Article › peer-review

Abstract

A series of substituted azobenzene dyes was found to span a range of 8 pK_a units in acetonitrile. The UV absorption spectra of the dyes are responsive to protonation, changing in both absorption maximum and intensity. These characteristics make the dyes useful as indicators for the measurement of pK_a values of neutral organic bases that absorb in the visible region of the spectrum.

Original language	English (US)
Pages (from-to)	7287-7292
Number of pages	6
Journal	Tetrahedron
Volume	60
Issue number	34
DOIs	https://doi.org/10.1016/j.tet.2004.05.019
State	Published - Aug 16 2004

Keywords

Azobenzene
Indicator
Organic base

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

Online availability

10.1016/j.tet.2004.05.019

Library availability

Discover UIUC Full Text

Cite this

@article{2e989940948144079950b13d4905e64c,

title = "A novel indicator series for measuring pKa values in acetonitrile",

abstract = "A series of substituted azobenzene dyes was found to span a range of 8 pKa units in acetonitrile. The UV absorption spectra of the dyes are responsive to protonation, changing in both absorption maximum and intensity. These characteristics make the dyes useful as indicators for the measurement of pKa values of neutral organic bases that absorb in the visible region of the spectrum.",

keywords = "Azobenzene, Indicator, Organic base",

author = "Heemstra, {Jennifer M.} and Moore, {Jeffrey S.}",

note = "Funding Information: This research was funded by the Department of Energy, Division of Materials Sciences (DEFG02-91ER45439) through the Frederick Seitz Materials Research Laboratory at the University of Illinois at Urbana-Champaign and the National Science Foundation (CHE 03-45254). J.M.H. thanks the University of Illinois for a doctoral fellowship. ",

year = "2004",

month = aug,

day = "16",

doi = "10.1016/j.tet.2004.05.019",

language = "English (US)",

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journal = "Tetrahedron",

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number = "34",

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T1 - A novel indicator series for measuring pKa values in acetonitrile

AU - Heemstra, Jennifer M.

AU - Moore, Jeffrey S.

N1 - Funding Information: This research was funded by the Department of Energy, Division of Materials Sciences (DEFG02-91ER45439) through the Frederick Seitz Materials Research Laboratory at the University of Illinois at Urbana-Champaign and the National Science Foundation (CHE 03-45254). J.M.H. thanks the University of Illinois for a doctoral fellowship.

PY - 2004/8/16

Y1 - 2004/8/16

N2 - A series of substituted azobenzene dyes was found to span a range of 8 pKa units in acetonitrile. The UV absorption spectra of the dyes are responsive to protonation, changing in both absorption maximum and intensity. These characteristics make the dyes useful as indicators for the measurement of pKa values of neutral organic bases that absorb in the visible region of the spectrum.

AB - A series of substituted azobenzene dyes was found to span a range of 8 pKa units in acetonitrile. The UV absorption spectra of the dyes are responsive to protonation, changing in both absorption maximum and intensity. These characteristics make the dyes useful as indicators for the measurement of pKa values of neutral organic bases that absorb in the visible region of the spectrum.

KW - Azobenzene

KW - Indicator

KW - Organic base

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U2 - 10.1016/j.tet.2004.05.019

DO - 10.1016/j.tet.2004.05.019

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