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Home > Encyclopedia > Boron trifluoride diethyl etherate

Boron trifluoride diethyl etherate

Boron trifluoride diethyl etherate structure

Boron trifluoride diethyl etherate 

structure
  • CAS No:

    109-63-7

  • Formula:

    C4H10BF3O

  • Chemical Name:

    Boron trifluoride diethyl etherate

  • Synonyms:

    1’-oxybis[ethane]]-trifluoro[(beta-4)-boro;bf3-ethercomplex;Borane, trifluoro-, compd. with 1,1'-oxybis(ethane) (1:1);borane,trifluoro-,cmpdwith1,1’-oxybis(ethane)(1:1);Borane,trifluoro-,compd.with1,1’-oxybis[ethane](1:1);Boron fluoride diethyl etherate;Boron fluoride etherate;Boron fluoride monoetherate

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

Colorless to brown fuming liquid.


Boron trifluoride etherates: (compounded with methyl ether) is moisture-sensitive, corrosive, flammable liquid.


Boron trifluoride etherate is a fuming liquid. Boron trifluoride etherate may be corrosive to skin, eyes and mucous membranes. Boron trifluoride etherate may be toxic by inhalation. Upon exposure to water Boron trifluoride etherate may emit flammable and corrosive vapors. Boron trifluoride etherate is used as a catalyst in chemical reactions.


Used as a catalyst.


Diethyl: UN2604 Boron trifluoride diethyl etherate, Hazard class: 8; Labels: 8—Corrosive material, 3—Flammable liquid. Dimethyl: UN2965 Boron trifluoride dimethyl etherate, Hazard class: 4.3; Labels: 4.3— Dangerous when wet, 8—Corrosive material, 3— Flammable liquid.

Boron trifluoride diethyl etherate Basic Attributes

141.93

142.078

3909607

203-689-8

TSCA listed

brown

29319090

Characteristics

9.2

Fuming liquid; stable at ambient temperatures but hydrolyzed on exposure to moist air; density 1.125 g/mL; refractive index 1.348; solidifies at -60.4°C; boils at 125.7°C; flash point (open cup) 147°F (68.8°C); decomposes in water.

brown liquid

1.15 g/mL(lit.)

−58 °C(lit.)

126-129 °C(lit.)

118 °F

n20/D1.344(lit.)

Reacts

2-8°C

4.2 mm Hg ( 20 °C)

4.9 (vs air)

See boron trifluoride.

Flammable

5.1-18.2%(V)

Highly flammable. Fuming liquid, immediately hydrolyzed by moisture in air to form hydrogen fluoride [Merck 11th ed. 1989].

Boron trifluoride diethyl ether complex is a stable, highly flammable, colourless to brown fuming, corrosive liquid with a sharp pungent odour. It forms explosive peroxides in contact with air or oxygen. It reacts exothermically with water to form extremely flammable diethyl ether and toxic, corrosive boron trifluoride hydrates. The chemical is incompatible with bases, amines, and alkali metals. It immediately gets hydrolysed by moisture in air to form hydrogen fluoride. Boron trifluoride diethyl ether has applications in chemical laboratory as a catalyst in chemical reactions.

185 °C DIN 51794

Store below +30°C.

Safety Information

I

8

UN 2604 8/PG 1

3

T,C

16-23-26-36/37/39-45-8-28A-43

T,C

Warehouse ventilated, low temperature and dry; waterproof; not long-lasting

Ethers can form peroxides and react with lithium tetrahydroaluminate easily to explode; oxidants

P210, P233, P240, P241, P242, P243, P260, P264, P273, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P370+P378, P403+P235, P405, P501

The compound is highly toxic by inhalation. Skin contact causes burns.

Reacts with air forming corrosive hydrogen fluoride vapors. Incompatible with oxidizers (may cause fire and explosion), water, steam or heat, forming corrosive and flammable vapors. Peroxide containing etherate reacts explosively with aluminum lithium hydride, magnesium tetrahydroaluminate. Mixtures with phenol react explosively with 1,3-butadiene. Presumed to form explosive peroxides.

UN 2604

Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

|Danger|H226 (84.92%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P284, P301+P312, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P314, P320, P321, P330, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 181 companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H226: Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P370+P378, P403+P235, P405, and P501

Toxicity

ACGIH: TWA 0.1 ppm; Ceiling 0.7 ppm

Drug Information

May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

boron trifluoride diethyl etherate

Boron trifluoride diethyl etherate Use and Manufacturing

Methods of Manufacturing

In the absorption method, boric acid is reacted with fuming sulfuric acid and fluorite powder to generate boron trifluoride gas, which is then absorbed by ether and rectified under reduced pressure to obtain a boron trifluoride ether complex product. Its 3H2SO4+2H33BO3+3CaF2→2BF3+3CaSO4+6H2OBF3+(C2H5)2O→(C2H5)2O·BF3

Uses

Catalyst in acetylation, alkylation, polymerization, dehydration, and condensation reactions.


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 earths atmosphere.

Computed Properties

Molecular Weight:141.93
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:142.0776796
Monoisotopic Mass:142.0776796
Topological Polar Surface Area:9.2
Heavy Atom Count:9
Complexity:19.1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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