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| DIBUTYLBORON TRIFLUOROMETHANESULFONATE Basic information |
Product Name: | DIBUTYLBORON TRIFLUOROMETHANESULFONATE | Synonyms: | Dibutylboron trifluoromethanesulfonate, 1M solution in diethylether;dibutylboron triflate solution;TRIFLUOROMETHANESULFONIC ACID ANHYDRIDE WITH DIBUTYLBORINIC ACID);Dibutylboron trifluoromethanesulfonate,98%;Dibutylboryl trifluoromethanesulfonate solution,Dibutylboron triflate solution;Dibutylboron trifluoroMethanesulfonate, 1M solution in diethyl ether, AcroSeal;Dibutylboryl trifluoroMethanesulfonate solution 1.0 M in Methylene chloride;dibutylboranyl trifluoromethanesulfonate | CAS: | 60669-69-4 | MF: | C9H18BF3O3S | MW: | 274.11 | EINECS: | | Product Categories: | | Mol File: | 60669-69-4.mol | ![DIBUTYLBORON TRIFLUOROMETHANESULFONATE Structure](CAS/GIF/60669-69-4.gif) |
| DIBUTYLBORON TRIFLUOROMETHANESULFONATE Chemical Properties |
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 |
| DIBUTYLBORON TRIFLUOROMETHANESULFONATE Usage And Synthesis |
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 |
| DIBUTYLBORON TRIFLUOROMETHANESULFONATE Preparation Products And Raw materials |
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