Identification | Back Directory | [Name]
DIBUTYLBORON TRIFLUOROMETHANESULFONATE | [CAS]
60669-69-4 | [Synonyms]
DIBUTYLBORON TRIFLATE dibutylboryl triflate dibutylboron triflate solution DIBUTYLBORON TRIFLUOROMETHANESULFONATE DIBUTYLBORYL TRIFLUOROMETHANESULFONATE dibutylboranyl trifluoromethanesulfonate Dibutylboron trifluoromethanesulfonate,98% dibutyl(((trifluoroMethyl)sulfonyl)oxy)borane Dibutylboryl trifluoromethanesulfonate solution DIBUTYLBORON TRIFLATE, 1.0M SOLUTION IN DIETHYL ETHER DIBUTYLBORON TRIFLATE, 1.0M SOLUTION IN DICHLOROMETHANE dibutylboryl trifluoromethanesulfonate sol.,~1 M in diet.E. DIBUTYLBORYL TRIFLUOROMETHANESULF. SOL., ~1M IN DICHLOROMET. TRIFLUOROMETHANESULFONIC ACID ANHYDRIDE WITH DIBUTYLBORINIC ACID) Dibutylboron trifluoromethanesulfonate, 1M sol. in dichloromethane Dibutylboron trifluoromethanesulfonate, 1M solution in diethylether Dibutylboryl trifluoroMethanesulfonate solution 1.0 M in Methylene chloride Dibutylboryl trifluoromethanesulfonate solution,Dibutylboron triflate solution Dibutylboron trifluoroMethanesulfonate, 1M solution in diethyl ether, AcroSeal | [Molecular Formula]
C9H18BF3O3S | [MDL Number]
MFCD00009669 | [MOL File]
60669-69-4.mol | [Molecular Weight]
274.11 |
Chemical Properties | Back Directory | [Appearance]
Yellow liquid | [Boiling point ]
37℃ (0.12 Torr) | [density ]
1.271 g/mL at 25 °C
| [Fp ]
80 °F
| [storage temp. ]
2-8°C
| [form ]
Solution | [color ]
Clear light yellow to orange | [BRN ]
1968660 | [InChIKey]
FAVAVMFXAKZTMV-UHFFFAOYSA-N |
Hazard Information | Back Directory | [Chemical Properties]
clear light yellow to orange solution | [Uses]
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.
| [General Description]
Dibutylboryl trifluoromethanesulfonate (Dibutylboron triflate, Bu2BOTf) is an organometallic reagent. It efficiently promotes the1,4-addition of benzylic and allylic organocopper reagents. | [Purification Methods]
Distil it in a vacuum under argon and store it under argon. It should be used within 2 weeks of purchase or after redistillation. Use a short path distillation system. It has IR bands in CCl4 at max 1405, 1380, 1320, 1200 and 1550cm1 , and 1 3C NMR (CDCl3) with at 118.1, 25.1, 21.5 and 13.6ppm. [Gage & Evans Org Synth 68 83 1990, Evans et al. J Am Chem Soc 103, 3099 1981.] TOXIC |
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Infinity SCI Gold
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