Chemistry:Sodium triethylborohydride

From HandWiki
Sodium triethylborohydride
NaBHEt3.svg
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 241-903-1
Properties
C6H16BNa
Molar mass 121.99
Appearance white solid
Melting point 30 °C
Hazards
Main hazards pyrophoric
GHS pictograms GHS02: FlammableGHS05: Corrosive
GHS Signal word Danger
H261, H314
P231+232, P260, P264, P280, P301+330+331, P303+361+353, P304+340, P305+351+338, P310, P321, P363, P370+378, P402+404, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Sodium triethylborohydride is an organoboron compound with the formula NaBH(C2H5)3. It is a colorless, pyrophoric solid that is commercially available in toluene solution, unlike the related LiBH(C2H5)3 which is typically sold as a THF solution.[1] It is commonly used for the reductive activation of homogeneous catalysts, converting metal halides to hydrides. Sodium triethylborohydride has been prepared by treating a hot toluene slurry of sodium hydride with triethylborane.[2] The trimethylborohydride analogue, which is assumed to be structurally similar to the triethylborohydride, adopts a tetrameric structure in toluene solution.[3] NaBHEt3 forms a dimeric adduct with tmeda.[4]

References

  1. "Callery Borane Products | Callery.com | Callery" (in en-us). 2017-03-05. http://www.callery.com/products/boranes. 
  2. Binger, P.; Köster, R., "Sodium triethylhydroborate, sodium tetraethylborate, and sodium triethyl-1-propynylborate", Inorg. Synth. 1974, 15, 136-141. doi:10.1002/9780470132463.ch31
  3. Bell, N. A.; Coates, G. E.; Heslop, J. A., "Sodium hydridotrimethylboronate and its ether solvate. Study of hydridotrialkylboronates as reagents for the preparation of beryllium hydrides", J. Organomet. Chem. 1987, volume 329, 287-291. doi:10.1016/0022-328X(87)80062-1.
  4. Haywood, Joanna; Wheatley, Andrew E. H. (2009). "Metal-Hydride Bonding in Higher Alkali Metal Boron Monohydrides". European Journal of Inorganic Chemistry 2009 (33): 5010–5016. doi:10.1002/ejic.200900756.