Molecular structure of Tetramethylammonium fluoride, CAS Number: 373-68-2
Tetramethylammonium fluoride (CAS 373-68-2)
Alternate Names:
TMAF
Application:
Tetramethylammonium fluoride is useful for halogen exchange
CAS Number:
373-68-2
Purity:
97%
Molecular Weight:
93.14
Molecular Formula:
C4H12FN
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Tetramethylammonium fluoride (TMAF) is a highly versatile nucleophilic fluorinating reagent widely used in organic synthesis. It possesses unique properties that make it suitable for various synthetic and catalytic processes. Tetramethylammonium fluoride is a quaternary ammonium salt employed in diverse applications, including as a reagent in organic synthesis, a catalyst for polyethylene polymerization, and a surfactant in detergent production.
Tetramethylammonium fluoride (CAS 373-68-2) References
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- New solvents for cellulose: dimethyl sulfoxide/ammonium fluorides. | Köhler, S. and Heinze, T. 2007. Macromol Biosci. 7: 307-14. PMID: 17366517
- Silyl-based alkyne-modifying linker for the preparation of C-terminal acetylene-derivatized protected peptides. | Strack, M., et al. 2012. J Org Chem. 77: 9954-8. PMID: 23116417
- Anhydrous Tetramethylammonium Fluoride for Room-Temperature S(N)Ar Fluorination. | Schimler, SD., et al. 2015. J Org Chem. 80: 12137-45. PMID: 26647642
- Nucleophilic Deoxyfluorination of Phenols via Aryl Fluorosulfonate Intermediates. | Schimler, SD., et al. 2017. J Am Chem Soc. 139: 1452-1455. PMID: 28111944
- An open-framework silicogermanate regularly constructed from natrolite zeolite chains and Ge9O18(OH)4 clusters. | Jo, D., et al. 2018. Dalton Trans. 47: 17122-17126. PMID: 30460945
- Room Temperature Deoxyfluorination of Benzaldehydes and α-Ketoesters with Sulfuryl Fluoride and Tetramethylammonium Fluoride. | Melvin, PR., et al. 2019. Org Lett. 21: 1350-1353. PMID: 30775926
- Catalytic Amide-Base System of TMAF and N(TMS)3 for Deprotonative Coupling of Benzylic C(sp3)-H Bonds with Carbonyls. | Shigeno, M., et al. 2019. Org Lett. 21: 2588-2592. PMID: 30950279
- Organoiron- and Fluoride-Catalyzed Phosphinidene Transfer to Styrenic Olefins in a Stereoselective Synthesis of Unprotected Phosphiranes. | Geeson, MB., et al. 2019. J Am Chem Soc. 141: 13336-13340. PMID: 31408599
- New Insights in Frustrated Lewis Pair Chemistry with Azides. | Boom, DHA., et al. 2019. Chemistry. 25: 13299-13308. PMID: 31497899
- Selective Methylation of Amides, N-Heterocycles, Thiols, and Alcohols with Tetramethylammonium Fluoride. | Cheng, HG., et al. 2020. Org Lett. 22: 331-334. PMID: 31834810
- Development of SNAr Nucleophilic Fluorination: A Fruitful Academia-Industry Collaboration. | See, YY., et al. 2020. Acc Chem Res. 53: 2372-2383. PMID: 32969213
- Catalytic amide base system generated in situ for 1,3-diene formation from allylbenzenes and carbonyls. | Shigeno, M., et al. 2021. Org Biomol Chem. 19: 983-987. PMID: 33146220
- Nucleophilic Fluorination of Heteroaryl Chlorides and Aryl Triflates Enabled by Cooperative Catalysis. | Hong, CM., et al. 2021. J Org Chem. 86: 3999-4006. PMID: 33606531
- Alkylidene Carbene from Silyl Vinyl Iodide Provides Mechanistic Insights on Trimethylenemethane Diyl-Mediated Tandem Cyclizations. | Jee, DW., et al. 2022. Org Lett. 24: 4399-4403. PMID: 35699378
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Tetramethylammonium fluoride, 250 mg | sc-253682A | 250 mg | $141.00 | |||
Tetramethylammonium fluoride, 1 g | sc-253682 | 1 g | $327.00 | |||
Tetramethylammonium fluoride, 5 g | sc-253682B | 5 g | $993.00 |