Allyl triflate
- CAS No.
- 41029-45-2
- Chemical Name:
- Allyl triflate
- Synonyms
- Allyl triflate;Allyl Trifluoromethanesulfonate;Methanesulfonic acid, 1,1,1-trifluoro-, 2-propen-1-yl ester
- CBNumber:
- CB12488306
- Molecular Formula:
- C4H5F3O3S
- Molecular Weight:
- 190.14
- MDL Number:
- MFCD17013373
- MOL File:
- 41029-45-2.mol
Allyl triflate Chemical Properties,Uses,Production
Synthesis Reference(s)
The Journal of Organic Chemistry, 42, p. 3109, 1977 DOI: 10.1021/jo00439a001
Synthesis
Allyl triflate is prepared by the reaction of Trifluoromethanesulfonic Anhydride (1 equiv) and allyl alcohol (1 equiv) in the presence of pyridine (1 equiv) in carbon tetrachloride at 0 °C.1 The insoluble pyridine salt is removed by filtration through sodium sulfate, and the resulting solution is used directly for allylation reactions. The yield of the reaction is reported to be 75 ± 5% based on quantitative NMR analysis of aliquots.
storage
Allyl triflate must be stored at -78 °C in a vented flask. The half-life of the neat reagent is ~10 min at room temperature, and the reagent in carbon tetrachloride solution completely decomposed in 3 days at room temperature. Allyl triflate reacts violently with nitrogen, or oxygen-containing solvents such as DMSO, DMF, or acetonitrile. The reagent is an extremely reactive allylating agent, and contact or inhalation should be avoided. Use in a fume hood.
References
1. Beard, C. D.; Baum, K.; Grakauskas, V. JOC 1973, 38, 3673.
Allyl triflate Preparation Products And Raw materials
Raw materials
Preparation Products
Allyl triflate Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Chempro Tech Co., Ltd. | -- | China | 6800 | 60 |
| Supplier | Advantage |
|---|---|
| Chempro Tech Co., Ltd. | 60 |
