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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);Dibutylboryl trifluoromethanesulfonate - 1M dichloromethane solution;dibutylboryl triflate;Dibutylboron trifluoromethanesulfonate,98%;Dibutylboryl trifluoromethanesulfonate solution,Dibutylboron triflate solution;Dibutylboron trifluoroMethanesulfonate, 1M solution in diethyl ether, AcroSeal | | CAS: | 60669-69-4 | | MF: | C9H18BF3O3S | | MW: | 274.11 | | EINECS: | | | Product Categories: | | | Mol File: | 60669-69-4.mol |  |
| | 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 | | InChI | InChI=1S/C9H18BF3O3S/c1-3-5-7-10(8-6-4-2)16-17(14,15)9(11,12)13/h3-8H2,1-2H3 | | InChIKey | FAVAVMFXAKZTMV-UHFFFAOYSA-N | | SMILES | B(CCCC)(CCCC)OS(=O)(=O)C(F)(F)F |
| | 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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