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Triethylborane

Triethylborane
Triethylborane
Ball-and-stick model of triethylborane
Names
IUPAC name
Triethylborane
Other names
triethylborine, triethylboron
Identifiers
97-94-9 YesY
3D model (Jmol) Interactive image
ChemSpider 7079 YesY
ECHA InfoCard 100.002.383
EC Number 202-620-9
PubChem 7357
Properties
C6H15B
Molar mass 98.00 g/mol
Appearance Colorless to pale yellow liquid
Density 0.677 g/cm3
Melting point −93 °C (−135 °F; 180 K)
Boiling point 95 °C (203 °F; 368 K)
N/A, Highly reactive
Hazards
Main hazards Spontaneously flammable in air; causes burns
Safety data sheet External MSDS
R-phrases R11 R14/15 R17 R19 R34 R35 R36/37
S-phrases S6 S7/8 S16 S33 S36/37/39 S43A S45 S29
Flash point < −20 °C (−4 °F; 253 K)
−20 °C (−4 °F; 253 K)
Related compounds
Related compounds
Tetraethyllead
Diborane
Sodium tetraethylborate
trimethylborane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

Triethylborane (TEB), also called triethylboron, is an organoborane (a compound with a B-C bond). It is a colorless pyrophoric liquid. Its chemical formula is (C2H5)3B, abbreviated Et3B. It is soluble in organic solvents tetrahydrofuran and hexane.

Triethylborane is prepared by the reaction of trimethyl borate with triethylaluminium:

The molecule is monomeric, unlike H3B and Et3Al, which tend to dimerize. It has a planar BC3 core.

Triethylborane was used to ignite the JP-7 fuel in the Pratt & Whitney J58 turbojet/ramjet engines powering the Lockheed SR-71 Blackbird spy plane, and its predecessor A-12 OXCART. Triethylborane is suitable for this because of its pyrophoric properties, especially the fact that it burns with very high temperature. It was chosen as an ignition method for reliability reasons, and in the case of the Blackbird, because the JP-7 fuel has very low volatility and is difficult to ignite. Conventional ignition plugs posed too high risk of a malfunction. It was used to start up each engine and to light the afterburners.

Mixed with 10-15% triethylaluminium, it was used before lift-off to ignite the F-1 engines on the Saturn V rocket.

The SpaceX Falcon 9 rocket also uses a triethylaluminium-triethylborane mixture as a first and second stage ignitor.


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