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Unexpected side products in the tetramethylammonium fluoride-dimethylsulphoxide system

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Unexpected side products in the tetramethylammonium fluoride-dimethylsulphoxide system. / Adams, D J ; Clark, J H ; McFarland, H ; Nightingale, D J .

In: JOURNAL OF FLUORINE CHEMISTRY, Vol. 94, No. 1, 11.02.1999, p. 51-55.

Research output: Contribution to journalArticle

Harvard

Adams, DJ, Clark, JH, McFarland, H & Nightingale, DJ 1999, 'Unexpected side products in the tetramethylammonium fluoride-dimethylsulphoxide system', JOURNAL OF FLUORINE CHEMISTRY, vol. 94, no. 1, pp. 51-55.

APA

Adams, D. J., Clark, J. H., McFarland, H., & Nightingale, D. J. (1999). Unexpected side products in the tetramethylammonium fluoride-dimethylsulphoxide system. JOURNAL OF FLUORINE CHEMISTRY, 94(1), 51-55.

Vancouver

Adams DJ, Clark JH, McFarland H, Nightingale DJ. Unexpected side products in the tetramethylammonium fluoride-dimethylsulphoxide system. JOURNAL OF FLUORINE CHEMISTRY. 1999 Feb 11;94(1):51-55.

Author

Adams, D J ; Clark, J H ; McFarland, H ; Nightingale, D J . / Unexpected side products in the tetramethylammonium fluoride-dimethylsulphoxide system. In: JOURNAL OF FLUORINE CHEMISTRY. 1999 ; Vol. 94, No. 1. pp. 51-55.

Bibtex - Download

@article{f0ff018999d3447daa25f73357795623,
title = "Unexpected side products in the tetramethylammonium fluoride-dimethylsulphoxide system",
abstract = "Reactions of chloro- and nitro-aromatics with low water content solutions of TMAF in DMSO can lead to complex product mixtures resulting from activation of DMSO by fluoride and the formation of DMSO-derived products. Also, the system has been shown to give hydrolysis products in addition to the well-known ethers and phenols, with carboxylic acids and benzamides being formed from the attempted fluorodenitration of substituted benzonitriles. (C) 1999 Elsevier Science S.A. All rights reserved.",
keywords = "tetramethylammonium fluoride, dimethylsulphoxide, base catalysis, diphenylmethane, benzonitrile, ORGANIC-SYNTHESIS, ARYL FLUORIDES, CHLORIDE, ION",
author = "Adams, {D J} and Clark, {J H} and H McFarland and Nightingale, {D J}",
year = "1999",
month = "2",
day = "11",
language = "English",
volume = "94",
pages = "51--55",
journal = "JOURNAL OF FLUORINE CHEMISTRY",
issn = "0022-1139",
publisher = "Elsevier BV",
number = "1",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Unexpected side products in the tetramethylammonium fluoride-dimethylsulphoxide system

AU - Adams, D J

AU - Clark, J H

AU - McFarland, H

AU - Nightingale, D J

PY - 1999/2/11

Y1 - 1999/2/11

N2 - Reactions of chloro- and nitro-aromatics with low water content solutions of TMAF in DMSO can lead to complex product mixtures resulting from activation of DMSO by fluoride and the formation of DMSO-derived products. Also, the system has been shown to give hydrolysis products in addition to the well-known ethers and phenols, with carboxylic acids and benzamides being formed from the attempted fluorodenitration of substituted benzonitriles. (C) 1999 Elsevier Science S.A. All rights reserved.

AB - Reactions of chloro- and nitro-aromatics with low water content solutions of TMAF in DMSO can lead to complex product mixtures resulting from activation of DMSO by fluoride and the formation of DMSO-derived products. Also, the system has been shown to give hydrolysis products in addition to the well-known ethers and phenols, with carboxylic acids and benzamides being formed from the attempted fluorodenitration of substituted benzonitriles. (C) 1999 Elsevier Science S.A. All rights reserved.

KW - tetramethylammonium fluoride

KW - dimethylsulphoxide

KW - base catalysis

KW - diphenylmethane

KW - benzonitrile

KW - ORGANIC-SYNTHESIS

KW - ARYL FLUORIDES

KW - CHLORIDE

KW - ION

M3 - Article

VL - 94

SP - 51

EP - 55

JO - JOURNAL OF FLUORINE CHEMISTRY

JF - JOURNAL OF FLUORINE CHEMISTRY

SN - 0022-1139

IS - 1

ER -