Tetrabutylammonium fluoride trihydrate
ALDRICH/86872 - ≥97.0% (NT)
Synonym: TBAF
CAS Number: 87749-50-6
Empirical Formula (Hill Notation): C16H36FN · 3H2O
Molecular Weight: 315.51
EC Number: 207-057-2
MDL Number: MFCD00149981
Linear Formula: [CH3(CH2)3]4NF · 3H2O
Product Type: Chemical
| assay | ≥97.0% (NT) |
| form | crystals |
| InChI | 1S/C16H36N.FH.3H2O/c1-5-9 |
| InChI key | VEPTXBCIDSFGBF-UHFFFAOYSA |
| mp | 62-63 °C (lit.) |
| Quality Level | 200  |
| SMILES string | O.O.O.[F-].CCCC[N+](CCCC) |
| Application: | Reactant for: Preparation of deprotecting agents in preparation of cellulose derivatives Synthesis of lipophilic peptides for DNA transfections in vivo Dehydrobromination reactions |
| Application: | 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. |
| General description: | 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. |
| Other Notes: | 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 |
| Packaging: | 10, 50, 250 g in poly bottle |
| Symbol |   GHS07,GHS09 |
| Signal word | Warning |
| Hazard statements | H302 - H315 - H319 - H411 |
| Precautionary statements | P264 - P270 - P273 - P301 + P312 - P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | C |
| Risk Statements | 34 |
| Safety Statements | 26-36/37/39-45 |
| RIDADR | UN 1759 8 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥97.0% (NT) |
| mp | 62-63 °C (lit.) |
| UNSPSC | 12352107 |