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109-63-7 - Boron trifluoride diethyl etherate, 98+% - Boron trifluoride etherate - Boron fluoride-ether - A15275 - Alfa Aesar

A15275 Boron trifluoride diethyl etherate, 98+%

Codice CAS
109-63-7
Sinonimi
Boron trifluoride etherate
Boron fluoride-ether

Dimensioni Prezzo ($) Quantità Disponibilità
100ml 27,19
500ml 49,75
1000ml 83,84
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Boron trifluoride diethyl etherate, 98+%

MDL
MFCD00013194
EINECS
203-689-8

Proprietà chimiche

Formula
C4H10BF3O
Peso formula
141.93
Punto di fusione
-60°
Punto di ebollizione
125-126°
Punto di infiammabilità
47°(116°F)
Densità
1.130
Indice di rifrazione
1.3440
Sensibilità
Moisture Sensitive
Solubilità
Miscible with ether and alcohol.

Applicazioni

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.

Note

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.

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): 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.

Dichiarazioni precauzionali: 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.

Altri riferimenti

Merck
14,1350
Beilstein
3909607
Classe di rischio
8
Gruppo di imballaggio
I
Codice tariffe armonizzato
2942.00
TSCA
Yes

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