261475
Dibutylboryl trifluoromethanesulfonate solution
1.0 M in methylene chloride
Synonym(s):
Dibutylboron triflate solution
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Linear Formula:
CF3SO3B[(CH2)3CH3]2
CAS Number:
Molecular Weight:
274.11
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1968660
Form:
liquid
form
liquid
concentration
1.0 M in methylene chloride
density
1.271 g/mL at 25 °C
SMILES string
CCCCB(CCCC)OS(=O)(=O)C(F)(F)F
InChI
1S/C9H18BF3O3S/c1-3-5-7-10(8-6-4-2)16-17(14,15)9(11,12)13/h3-8H2,1-2H3
InChI key
FAVAVMFXAKZTMV-UHFFFAOYSA-N
General description
Dibutylboryl trifluoromethanesulfonate (Dibutylboron triflate, Bu2BOTf) is an organometallic reagent. It efficiently promotes the1,4-addition of benzylic and allylic organocopper reagents.
Application
Dibutylboryl trifluoromethanesulfonate may be used in the following studies:
- Stereo- and regio-selective synthesis of erythro aldols.
- As a promoter for the solution and polymer-supported trichloroacetimidate-based glycosylations.
- Synthesis of β-alkoxy carbonyl compounds via one-step Mukaiyama aldol-type reaction.
- Aldol-type cyclization for the stereoselective synthesis of cyclic ethers.
- As a reagent for the formation of boron enolates.
- As a complexation aid for the isolation of 1-acyldipyrromethanes.
- As a promoter in [1,2]-Wittig reaction between aldehydes and O-benzyl or O-allyl glycolate esters, creating two contiguous stereocenters (1,2-diol) in good yield without the need for strong base.
signalword
Danger
hcodes
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3
target_organs
Central nervous system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
80.6 °F - closed cup
flash_point_c
27 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.