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Boron trifluoride diethyl etherate, 98+%
Description
Chemical Properties
· Formula: C4H10BF3O
· Formula weight: 141.93
· Melting Point: -60°
· Boiling Point: 125-126°
· Flash point: 47°(116°F)
· Density: 1.130
· Refractive Index: 1.3440
· Sensitivity: Moisture Sensitive. Store under Nitrogen. Ambient temperatures.
· Form: Liquid
· Solubility: Miscible with ether and alcohol.
Literature References
Lewis acid catalyst in a wide variety of applications, for example:
Mild dehydration of tertiary alcohols to alkenes: Tetrahedron Lett., 32, 6489 (1991). In the Diels-Alder reaction: J. Am. Chem. Soc., 99, 8116 (1977). In THP protection of alcohols: Synthesis, 81, (1972).
Reaction with Sodium borohydride, 35788, can be used for the in situ generation of diborane. For use in the hydroboration of ɑ-pinene, see: Org. Synth. Coll., 6, 943 (1988).
Has also been used in conjunction with BMS in the reduction of amides: J. Org. Chem., 47, 3153 (1982).
For use in the cleavage of ethers, see Tetra-n-butylammonium iodide, A15484.
Catalyst for rearrangement of epoxides to carbonyl compounds, e.g. stilbene oxide to diphenylacetaldehyde and ring-contraction of isophorone oxide: Org. Synth. Coll., 4, 375 and 957 (1963), respectively.
Reaction with ortho esters gives high yields of crystalline dialkoxycarbenium salts, useful as powerful and selective alkylating agents, (compare Triethyloxonium tetrafluoroborate, A14420 and Trimethyloxonium tetrafluoroborate, A15175): Synth. Commun., 19, 2307 (1989).
Catalyst for the reaction of allyltin reagents with aldehydes and ketones. Addition to the carbonyl group proceeds with allylic rearrangement: Chem. Lett., 919, 977 (1979); Acc. Chem. Res., 20, 243 (1987):
For analogous 1,4-addition to p-benzoquinones, see 2,3-Dimethoxy-5-methyl-1,4-benzoquinone, B24777.
Applications
Boron trifluoride diethyl etherate is used as a Lewis acid catalyst in Mukaiyama aldol addition, alkylation, acetylation, isomerization, dehydrations and condensation reactions. It is involved in the prepattion of polyethers in polymerization reactions. As a catalyst, it is used in the preparation of cyclopentyl- and cycloheptyl[b]indoles and other diborane. It is also used in sensitive neutron detectors in ionization chambers as well as monitoring radiation levels in earthÂ’s atmosphere.
Notes
Moisture sensitive. Store in cool place. Recommended to use under inet atomosphere. Incompatible with metals, acids, bases, alcohols, alkali metals, oxidizing agents and water. Reacts violently with water.
Other References:
· Beilstein : 3909607
· Merck: 14,1350
· UN#: UN2604
GHS Hazard and Precautionary Statements
Hazard Statements : H331-H302-H372-H314-H318-H226
Toxic if inhaled.Harmful if swallowed.Causes damage to organs through prolonged or repeated exposure.Causes severe skin burns and eye damage.Causes serious eye damage.Flammable liquid and vapour.
Precautionary Statements : P260-P280-P303+P361+P353-P305+P351+P338-P310
Do not breathe dust/fume/gas/mist/vapours/spray.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.
위험 및 안전 코드
위험 문구 : 10-14-22-23-35-48/23
Flammable.Reacts violently with water.Harmful if swallowed.Toxic by inhalation.Causes severe burns.Toxic: danger of serious damage to health by prolonged exposure through inhalation.
안전 문구 : 4-8-9-20-23-26-30-36/37/39-45-60
Keep away from living quarters.Keep container dry.Keep container in a well-ventilated place.When using do not eat or drink.Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer).In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.Never add water to this product.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).This material and its container must be disposed of as hazardous waste
· TSCA : 예