Triethyloxonium tetrafluoroborate, 95%, stab. with 3-5% diethyl ether
|UN#:||UN2925||Hazard Class:||4.1||Packing Group:||II|
Pricing and Availability
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|Formula weight:||189.99||Sensitivity:||Moisture Sensitive|
Trialkyloxonium salts, also known as Meerwein's salts, are powerful alkylating agents: Chem. Ber., 89, 209, 2060 (1956). For a brief feature on uses of Meerwein's salts in synthesis, see: Synlett, 195 (2004).
In combination with a hindered base, e.g. N-Ethyldiisopropylamine, A11801, is a convenient reagent for the conversion of carboxylic acids to their ethyl esters by O-alkylation: Tetrahedron Lett., 4741 (1971); Org. Synth. Coll., 6, 576 (1988).
Secondary and tertiary amides are O-alkylated to give immonium salts and imino ethers, respectively. Reduction with borohydride provides an effective amide to amine conversion: Tetrahedron Lett., 61 (1968):
Likewise, N-alkylation of nitriles results in their activation to reduction by triethylsilane to give aldehydes, via the imines: Synthesis, 420 (1973); J. Chem. Soc., Chem. Commun., 45 (1974); J. Org. Chem., 46, 602 (1981).
For further reactions of trialkyloxonium salts, see Trimethyloxonium tetrafluoroborate, A15175.
|Harmonized Tariff Code:||2920.90|
GHS Hazard and Precautionary Statements
Flammable solid. Causes severe skin burns and eye damage. Causes serious eye damage.
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician.
Risk & Safety
|Flammable. Causes burns.|
|Keep away from sources of ignition - No Smoking. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).|