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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+%

Numéro de CAS
109-63-7
Synonymes
Boron trifluoride etherate
Boron fluoride-ether

Conditionnement Prix ($) Quantité Disponibilité
100ml 27,60
500ml 50,50
1000ml 85,10
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Boron trifluoride diethyl etherate, 98+%

MDL
MFCD00013194
EINECS
203-689-8

Propriétés chimiques

Formule
C4H10BF3O
Poids moleculaire
141.93
Point de fusion
-60°
Point d'ébullition
125-126°
Point d'éclair
47°(116°F)
Densité
1.130
Indice de réfraction
1.3440
Sensibilité
Moisture Sensitive
Solubilité
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.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H226-H302-H331-H314-H318-H372

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

Mentions de prudence: P260-P201-P280-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Merck
14,1350
Beilstein
3909607
Classe de danger
8
Groupe d'emballage
I
Code tarifaire harmonisé
2942.00
TSCA
Yes

Recommandé

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Catalyseurs

Analytique et matériel de laboratoire