Name | Tetrabutylammonium fluoride |
Synonyms | TBAF ls-selectride ls-selectride(r) lithiumtrisamylborohydride Tetrabutylammonium fluoride Tetranbutylammoniumfluoride lithium trisiamylborohydride tetrabutyl ammonium fluoride lithium triisoamylborohydride tetra butyl ammonium fluoride TETRABUTYLAMMONIUM FLUORIDE HYDRATE TETRABUTYL AMMONIUM FLUORIDE IN THF (I M) N,N,N-tributylbutan-1-aminium fluoride trihydrate TETRA BUTYL AMMONIUM FLUORIDE (1M SOLUTION IN THF) |
CAS | 429-41-4 |
EINECS | 207-057-2 |
InChI | InChI=1/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 |
Molecular Formula | C16H36FN |
Molar Mass | 261.46 |
Density | 0.953g/mLat 25°C |
Melting Point | 62-63°C(lit.) |
Flash Point | 1°F |
Water Solubility | Insoluble in water. |
Solubility | Miscible with terahydrofuran, acetonitrile, dimethyl sulfoxide and organic solvents. |
Appearance | Solution |
Color | Clear light greenish to brown |
Exposure Limit | ACGIH: TWA 2.5 mg/m3NIOSH: IDLH 250 mg/m3 |
Merck | 14,9187 |
BRN | 3570522 |
Storage Condition | 2-8°C |
Sensitive | Hygroscopic |
Refractive Index | n20/D 1.456 |
Physical and Chemical Properties | This product is a white solid, easy to moisture absorption. Crystals containing 18H2O have a melting point of 37 °c. |
Risk Codes | R34 - Causes burns R19 - May form explosive peroxides R11 - Highly Flammable R36/37/38 - Irritating to eyes, respiratory system and skin. R40 - Limited evidence of a carcinogenic effect R37 - Irritating to the respiratory system |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S27 - Take off immediately all contaminated clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S33 - Take precautionary measures against static discharges. S29 - Do not empty into drains. S16 - Keep away from sources of ignition. S36 - Wear suitable protective clothing. |
UN IDs | UN 3261 8/PG 2 |
WGK Germany | 3 |
FLUKA BRAND F CODES | 3 |
TSCA | Yes |
HS Code | 29239000 |
Hazard Note | Flammable/Irritant |
Hazard Class | 3 |
Packing Group | II |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Introduction | Since the fluorine atom in tetrabutylammonium fluoride is a strong hydrogen bond acceptor, it is very easy to absorb moisture, so the product is usually Tetrabutylammonium fluoride trihydrate or Tetrabutylammonium fluoride tetrahydrofuran solution is sold. When it is heated to 77°C under vacuum, the compound will decompose into hydrogen fluoride salt. When the sample is dried at 40°C under high vacuum, it will still get 10-30mol% water content and 10% difluoride salt. |
application | tetrabutyl ammonium fluoride is widely used in the field of organic synthesis and can be used as fluorination reagent, silylation catalyst for alcohols, phase transfer catalyst, etc. |
uses | this product is used as a fluorinating agent and silylation catalyst for alcohols in organic synthesis, and as a basic reagent in alkylation and hydroxylation reactions. Good cationic phase transfer catalyst. Catalysts for acylation, silicification and silicification |
production method | put a certain amount of tetrabutylammonium hydroxide into the reaction kettle, add water, stir and dissolve. 10%(W/V) hydrofluoric acid aqueous solution is injected into the metering tank and slowly dropped into the reaction kettle until the pH value is about 7. Drift into the crystallizer, cool the crystallization, filter, wash the crystallization with ice water, and dry in vacuum. The finished product is stored in a polyethylene container. |