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A15275 Boron trifluoride diethyl etherate, 98+%

CAS Number
109-63-7
Synonyms
Boron trifluoride etherate
Boron fluoride-ether

Stock No. Size Price ($) Quantity Availability
A15275-AE 100ml 28.60
A15275-AP 500ml 52.00
A15275-AU 1000ml 87.60
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Boron trifluoride diethyl etherate, 98+%

MDL
MFCD00013194
EINECS
203-689-8

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
Storage & Sensitivity
Moisture Sensitive. Store under Nitrogen. Ambient temperatures.
Solubility
Miscible with ether and alcohol.

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 earth’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.

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.

Dolas, H.; Sarac, A. S. An impedance-morphology study on poly(3-methylthiophene) coated electrode obtained in boron trifluoride diethyl etherate-acetonitrile. Synth. Met. 2014, 195, 44-53.

Mo, D.; Zhou, W.; Ma, X.; Xu, J. Facile electrochemical polymerization of 2-(thiophen-2-yl)furan and the enhanced capacitance properties of its polymer in acetonitrile electrolyte containing boron trifluoride diethyl etherate. Electrochim. Acta. 2015, 155, 29-37.

GHS Hazard and Precautionary Statements

Hazard Statements: H226-H314-H332-H372

Flammable liquid and vapour. Causes severe skin burns and eye damage. Harmful if inhaled. Causes damage to organs through prolonged or repeated exposure.

Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P260-P264b-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. 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 INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. 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. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,1350
Beilstein
3909607
Hazard Class
8
Packing Group
I
Harmonized Tariff Code
2942.00
TSCA
Yes

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