Synthesis and spectroscopic study of 2,7-diethylamino-2-oxo-2H-chromen-3-yl benzothiazole-6-sulfonyl chlorides and its derivatives

Salma M Z Al-Kindy, Nada Al-Sharji, Ahmed F. Al-Harasi, FakhrEldin O. Suliman, Haider J. AL-Lawati, Stephen Schulman

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

2,7-Diethylamino-2-oxo-2H-chromen-3-yl benzothiazole-6-sulfonyl chlorides dye (Coumarin 6-SO 2Cl) was used to synthesize anilines and amino acid derivatives. The electronic absorption and emission spectra of the label and its derivatives in organic solvents of different polarity, micellar systems and in aqueous buffered media are investigated. The label and its derivatives exhibited more or less the same excitation and emission wavelength around 470 and 520 nm, respectively. Maximum fluorescence quantum yield for aniline derivative was observed in ethyl acetate while minimum yield was observed in water. In micellar systems, maximum quantum yield was observed in the presence of Tw-20 for the label while proline derivative gave maximum enhancement in the presence of Tw-80. The results reflect the importance of medium effect on the fluorescence intensity and molar absorptivity of the label and its derivatives.

Original languageEnglish
JournalArabian Journal of Chemistry
DOIs
Publication statusAccepted/In press - 2012

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Derivatives
Labels
Quantum yield
Aniline
Aniline Compounds
Fluorescence
Proline
Organic solvents
benzothiazole
sulfonyl chloride
Amino acids
Coloring Agents
Dyes
Amino Acids
Wavelength
Water

Keywords

  • Coumarin-6
  • Derivatives
  • Electronic absorption
  • Emission spectra
  • Surfactant

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

@article{22f7548060294163946a37206f0456d1,
title = "Synthesis and spectroscopic study of 2,7-diethylamino-2-oxo-2H-chromen-3-yl benzothiazole-6-sulfonyl chlorides and its derivatives",
abstract = "2,7-Diethylamino-2-oxo-2H-chromen-3-yl benzothiazole-6-sulfonyl chlorides dye (Coumarin 6-SO 2Cl) was used to synthesize anilines and amino acid derivatives. The electronic absorption and emission spectra of the label and its derivatives in organic solvents of different polarity, micellar systems and in aqueous buffered media are investigated. The label and its derivatives exhibited more or less the same excitation and emission wavelength around 470 and 520 nm, respectively. Maximum fluorescence quantum yield for aniline derivative was observed in ethyl acetate while minimum yield was observed in water. In micellar systems, maximum quantum yield was observed in the presence of Tw-20 for the label while proline derivative gave maximum enhancement in the presence of Tw-80. The results reflect the importance of medium effect on the fluorescence intensity and molar absorptivity of the label and its derivatives.",
keywords = "Coumarin-6, Derivatives, Electronic absorption, Emission spectra, Surfactant",
author = "Al-Kindy, {Salma M Z} and Nada Al-Sharji and Al-Harasi, {Ahmed F.} and Suliman, {FakhrEldin O.} and AL-Lawati, {Haider J.} and Stephen Schulman",
year = "2012",
doi = "10.1016/j.arabjc.2012.06.015",
language = "English",
journal = "Arabian Journal of Chemistry",
issn = "1878-5352",
publisher = "King Saud University",

}

TY - JOUR

T1 - Synthesis and spectroscopic study of 2,7-diethylamino-2-oxo-2H-chromen-3-yl benzothiazole-6-sulfonyl chlorides and its derivatives

AU - Al-Kindy, Salma M Z

AU - Al-Sharji, Nada

AU - Al-Harasi, Ahmed F.

AU - Suliman, FakhrEldin O.

AU - AL-Lawati, Haider J.

AU - Schulman, Stephen

PY - 2012

Y1 - 2012

N2 - 2,7-Diethylamino-2-oxo-2H-chromen-3-yl benzothiazole-6-sulfonyl chlorides dye (Coumarin 6-SO 2Cl) was used to synthesize anilines and amino acid derivatives. The electronic absorption and emission spectra of the label and its derivatives in organic solvents of different polarity, micellar systems and in aqueous buffered media are investigated. The label and its derivatives exhibited more or less the same excitation and emission wavelength around 470 and 520 nm, respectively. Maximum fluorescence quantum yield for aniline derivative was observed in ethyl acetate while minimum yield was observed in water. In micellar systems, maximum quantum yield was observed in the presence of Tw-20 for the label while proline derivative gave maximum enhancement in the presence of Tw-80. The results reflect the importance of medium effect on the fluorescence intensity and molar absorptivity of the label and its derivatives.

AB - 2,7-Diethylamino-2-oxo-2H-chromen-3-yl benzothiazole-6-sulfonyl chlorides dye (Coumarin 6-SO 2Cl) was used to synthesize anilines and amino acid derivatives. The electronic absorption and emission spectra of the label and its derivatives in organic solvents of different polarity, micellar systems and in aqueous buffered media are investigated. The label and its derivatives exhibited more or less the same excitation and emission wavelength around 470 and 520 nm, respectively. Maximum fluorescence quantum yield for aniline derivative was observed in ethyl acetate while minimum yield was observed in water. In micellar systems, maximum quantum yield was observed in the presence of Tw-20 for the label while proline derivative gave maximum enhancement in the presence of Tw-80. The results reflect the importance of medium effect on the fluorescence intensity and molar absorptivity of the label and its derivatives.

KW - Coumarin-6

KW - Derivatives

KW - Electronic absorption

KW - Emission spectra

KW - Surfactant

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U2 - 10.1016/j.arabjc.2012.06.015

DO - 10.1016/j.arabjc.2012.06.015

M3 - Article

JO - Arabian Journal of Chemistry

JF - Arabian Journal of Chemistry

SN - 1878-5352

ER -