86872
Tetrabutylammonium fluoride trihydrate
≥97.0% (NT)
Synonym(s):
TBAF
About This Item
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Quality Level
assay
≥97.0% (NT)
form
crystals
mp
62-63 °C (lit.)
SMILES string
O.O.O.[F-].CCCC[N+](CCCC)(CCCC)CCCC
InChI
1S/C16H36N.FH.3H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;;;;/h5-16H2,1-4H3;1H;3*1H2/q+1;;;;/p-1
InChI key
VEPTXBCIDSFGBF-UHFFFAOYSA-M
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General description
Application
Preparation of deprotecting agents in preparation of cellulose derivatives
Synthesis of lipophilic peptides for DNA transfections in vivo
Dehydrobromination reactions
- For the dehydrobromination of vinyl bromides to terminal acetylenes.
- In the conversion of 1,1-dibromo-1-alkenes to terminal alkynes via Corey–Fuchs reaction.
- In Hiyama cross-coupling reaction of aryl and heteroaryl chlorides with aryltrialkoxysilanes in the presence of a palladium catalyst.
It can be used to catalyze ethynylation of quinolines and isoquinolines using calcium carbide in aqueous N,N-dimethylacetamide.
Other Notes
signalword
Warning
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Certificates of Analysis (COA)
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