Methanesulfonyl fluoride
Structural formula | ||||||||||||||||||||||
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General | ||||||||||||||||||||||
Surname | Methanesulfonyl fluoride | |||||||||||||||||||||
other names |
MSF |
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Molecular formula | CH 3 FO 2 S | |||||||||||||||||||||
Brief description |
colorless to yellowish liquid with an unpleasant odor |
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properties | ||||||||||||||||||||||
Molar mass | 98.10 g mol −1 | |||||||||||||||||||||
Physical state |
liquid |
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density |
1.427 g cm −3 (25 ° C) |
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boiling point |
123-124 ° C |
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solubility |
decomposes in water |
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Refractive index |
1.360 (20 ° C) |
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safety instructions | ||||||||||||||||||||||
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Toxicological data | ||||||||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
Methanesulfonyl fluoride is a chemical compound from the group of sulfonyl halides .
Extraction and presentation
Methanesulfonyl fluoride can be obtained by reacting methanesulfonyl chloride with fluorides such as ammonium fluoride or potassium fluoride .
This type of synthesis was already carried out in 1932 by W. Davies and JH Dick with zinc (II) fluoride .
properties
Methanesulfonyl fluoride is a moisture-sensitive, colorless to yellowish liquid with an unpleasant odor that decomposes in water.
use
Methanesulfonyl fluoride acts as an inhibitor of acetylcholinesterase (antiChEs) and is being studied as a treatment for Alzheimer's disease . It's a thrombin inhibitor . It was also used as an insecticidal fumigant .
Individual evidence
- ↑ a b c d e f g h i j Entry on methanesulphonyl fluoride in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
- ↑ Data sheet Methanesulfonyl fluoride, 98% from AlfaAesar, accessed on August 10, 2016 ( PDF )(JavaScript required) .
- ↑ Entry on methanesulfonyl fluoride in the Hazardous Substances Data Bank , accessed on August 10, 2016.
- ↑ T. Gramstad, RN Haszeldine: 33. Perfluoroalkyl derivatives of sulfur. Part IV. Perfluoroalkanesulphonic acids. In: Journal of the Chemical Society . 1956, p. 173, doi : 10.1039 / JR9560000173 .
- ^ NN Melnikov: Chemistry of Pesticides . Springer Science & Business Media, 2012, ISBN 978-1-4684-6251-7 ( books.google.com ).
- ↑ Advances in Inorganic Chemistry and Radiochemistry . Academic Press, 1960, ISBN 978-0-08-057851-4 ( books.google.com ).
- ^ William Davies, John Henry Dick: 57. Aliphatic sulphonyl fluorides. In: Journal of the Chemical Society (Resumed). 1932, p. 483, doi : 10.1039 / JR9320000483 .
- ↑ Data sheet Methanesulfonyl fluoride, 98% from Sigma-Aldrich , accessed on August 10, 2016 ( PDF ).
- ↑ DE Moss, P. Berlanga, MM Hagan, H. Sandoval, C. Ishida: Methanesulfonyl fluoride (MSF): a double-blind, placebo-controlled study of safety and efficacy in the treatment of senile dementia of the Alzheimer type. In: Alzheimer Disease & Associated Disorders . Volume 13, Number 1, January 1999, pp. 20-25, PMID 10192638 .
- ^ DE Moss, RG Fariello, J. Sahlmann, I. Sumaya, F. Pericle, E. Braglia: A randomized phase I study of methanesulfonyl fluoride, an irreversible cholinesterase inhibitor, for the treatment of Alzheimer's disease. In: British Journal of Clinical Pharmacology . Volume 75, number 5, May 2013, pp. 1231-1239, doi : 10.1111 / bcp.12018 , PMID 23116458 , PMC 3635594 (free full text).
- ^ NN Melnikov: Chemistry of Pesticides . Springer, 1971, ISBN 978-1-4684-6251-7 , pp. 276 ( Google Books ).