The DOI matches its Crossref record.
Anhydrous Tetrabutylammonium Fluoride
Abstract
Tetrabutylammonium fluoride (TBAF) is prepared at low temperature by nucleophilic aromatic substitution of hexafluorobenzene with tetrabutylammonium cyanide. Adventitious water is scavenged during this synthesis by the generated hexacyanobenzene, which readily adds water under basic conditions. Contrary to expectations, TBAF is stable to Hofmann elimination in polar aprotic solvents under anhydrous conditions. Added hydroxylic solvents are shown to catalyze the decomposition of TBAF and to catalyze proton exchange with DMSO. The synthetic utility of this salt is described briefly.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
No references could be resolved yet.
Research works printed but not linked: 13
- ChemBioChem Special, 2004, Fluorine in the Life Sciences, 5, 726
- Christe K. O., 1990, J. Am. Chem. Soc., 112, 7625, 10.1021/ja00177a025 · DOI · Paper page
- Gnann R. Z., 1997, J. Am. Chem. Soc., 119, 115, 10.1021/ja963168m · doi:10.1021/ja963168m
- Kornath A., 2003, Inorg. Chem., 42, 2901, 10.1021/ic020663c · doi:10.1021/ic020663c
- Cox D. P., 1984, J. Org. Chem., 49, 3219, 10.1021/jo00191a036 · doi:10.1021/jo00191a036
- Sharma R. K., 1983, J. Org. Chem., 48, 2114, 10.1021/jo00160a042 · doi:10.1021/jo00160a042
- 1993, CRC Handbook of Chemistry and Physics
- Zavitsas A. A., 2003, J. Phys. Chem. A, 107, 898, 10.1021/jp0269367 · DOI
- Wallenfels K., 1963, Tetrahedron Lett., 1223, 1227
- Friedrich K., 1973, Chem. Ber., 106, 2365
- Friedrich K., 1973, Chem. Ber., 106, 3802
- Bennett B. K., 1994, J. Am. Chem. Soc., 116, 11166
- Pilcher A. S., 1995, J. Am. Chem. Soc., 117, 5167, 10.1021/ja00123a025 · doi:10.1021/ja00123a025
Cited by
Alginate derivatization: A review of chemistry, properties and applications
Pawar, S. N., & Edgar, K. J. (2012) · Biomaterials · doi:10.1016/j.biomaterials.2012.01.007 · Cited by 1,627
Monofluorination of Organic Compounds: 10 Years of Innovation
Champagne, P. A., Desroches, J., Hamel, J.-D., Vandamme, M., & Paquin, J.-F. (2015) · Chemical Reviews · doi:10.1021/cr500706a · Cited by 963
Fluoride Ion Sensing by an Anion−π Interaction
Guha, S., & Saha, S. (2010) · Journal of the American Chemical Society · doi:10.1021/ja107382x · Cited by 507
Cellulose Solvents – Remarkable History, Bright Future
Liebert, T. (2010) · ACS Symposium Series · doi:10.1021/bk-2010-1033.ch001 · Cited by 250
Chemical Modification of Alginate
Pawar, S. N. (2017) · Seaweed Polysaccharides · doi:10.1016/b978-0-12-809816-5.00008-6 · Cited by 30
Metadata
- Authors
- Sun, H., & DiMagno, S. G.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2005-01-28
- Volume
- 127
- Issue
- 7
- Pages
- 2050-2051
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2035437199
- Cited by
- 381
- References
- 0
- FWCI
- 11.10
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
How to cite
Cite CoChat for the checks on this page, and the paper for its own findings.
- This page
- CoChat. (2026). Citation check: Anhydrous Tetrabutylammonium Fluoride. https://app.cochat.ai/papers/10.1021/ja0440497
- The paper
- Sun, H., & DiMagno, S. G. (2005). Anhydrous Tetrabutylammonium Fluoride. Journal of the American Chemical Society. https://doi.org/10.1021/ja0440497
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
