Tetrabutylammonium fluoride trihydrate
Empirical Formula (Hill Notation): | C16H36FN · 3H2O |
Linear Formula: | [CH3(CH2)3]4NF · 3H2O |
CAS Number: | 87749-50-6 |
Molecular Weight: | 315.51 |
Beilstein/REAXYS Number: | 3761900 |
EC Number: | 207-057-2 |
MDL number: | MFCD00149981 |
PubChem Substance ID: | 57653206 |
NACRES: | NA.22 |
Кат. номер |
86872-INTR |
86872-10G |
86872-250G |
86872-50G |
Tetrabutylammonium fluoride trihydrate is a mild base used in reactions like aldol-type condensation reactions, Michael-type reactions, ring-opening reactions. Its is also used as a promoter in cross-coupling reactions and cyclization of carbocycles and heterocycles.
Reactant for:
Preparation of deprotecting agents in preparation of cellulose derivatives
Synthesis of lipophilic peptides for DNA transfections in vivo
Dehydrobromination reactions
Tetrabutylammonium fluoride trihydrate can be used as a base:
- 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.
Packaging
10, 50, 250 g in poly bottle
Reagent for the cleavage of silyl ethers and other silyl protecting groups; Catalyst for various reactions with silicon compounds; Use as a base in organic synthesis; Instability of anhydrous TBAF
Quality Level | 200, |
assay | ≥97.0% (NT) |
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 |
pictograms | GHS07,GHS09 |
signalword | Warning |
hcodes | H302 - H315 - H319 - H411 |
pcodes | P264 - P270 - P273 - P301 + P312 - P302 + P352 - P305 + P351 + P338 |
Personal Protective Equipment | Eyeshields,, Faceshields,, Gloves,, type P1 (EN143) respirator filter,, type P3 (EN 143) respirator cartridges, |
RIDADR | UN 1759 8 / PGIII |
WGK Germany | WGK 3 |
Flash Point F | Not applicable |
Flash Point C | Not applicable |