Dibutylboron trifluoromethanesulfonate


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Dibutylboron trifluoromethanesulfonate (also called dibutylboron triflate or DBBT) is a reagent in organic chemistry. Its chemical formula is C9H18BF3O3S. It is used in asymmetric synthesis for example in the formation of boron enolates in the aldol reaction.[1]

Dibutylboron trifluoromethanesulfonate
Skeletal formula of DBBT
Space-filling model of the DBBT molecule
Names
Preferred IUPAC name

Dibutylborinic trifluoromethanesulfonic anhydride

Other names

Dibutylboron triflate

Identifiers

3D model (JSmol)
Abbreviations DBBT
ChemSpider
ECHA InfoCard 100.124.520 Edit this at Wikidata

  • InChI=1S/C8H18B.CHF3O3S/c1-3-5-7-9-8-6-4-2;2-1(3,4)8(5,6)7/h3-8H2,1-2H3;(H,5,6,7)/q+1;/p-1

  • [B+](CCCC)CCCC.C(F)(F)(F)S(=O)(=O)[O-]

Properties
C9H18BF3O3S
Molar mass 274.11 g·mol−1
Hazards
GHS labelling:
GHS05: Corrosive
Danger
H314
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

  1. ^ Organic Syntheses, Coll. Vol. 8, p.339 (1993); Vol. 68, p.83 (1990) Link