388122
Tin(II) trifluoromethanesulfonate
97%
Synonym(s):
Sn(OTf)2, Stannous trifluoromethanesulfonate, Tin(II) triflate
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About This Item
Linear Formula:
(CF3SO3)2Sn
CAS Number:
Molecular Weight:
416.85
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
MDL number:
assay
97%
reaction suitability
core: tin, reagent type: catalyst
mp
≥300 °C (lit.)
SMILES string
FC(F)(F)S(=O)(=O)O[SnH2]OS(=O)(=O)C(F)(F)F
InChI
1S/2CHF3O3S.Sn/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2
InChI key
RBGLVWCAGPITBS-UHFFFAOYSA-L
Application
Mild Lewis acid used for stereoselective aldol and Michael reactions; [2,3]-Wittig and Ireland-Claisen rearrangements; Horner-Wadsworth-Emmons reactions; asymmetric [3 + 2] cycloaddition; ring opening reactions; and Friedel-Crafts Reactions
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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The asymmetric [3 + 2] cycloaddition reaction of chiral alkenyl Fischer carbene complexes with imines: synthesis of optically pure 2,5-disubstituted-3-pyrrolidinones.
H Kagoshima et al.
Journal of the American Chemical Society, 123(29), 7182-7183 (2001-07-19)
Yu Chen et al.
The Journal of organic chemistry, 69(2), 426-431 (2004-01-17)
The reaction of aromatic MCPs with sulfonamides catalyzed by Lewis acids affords the corresponding ring-opened homoallylic sulfonamides in good yields and the reaction of aliphatic MCPs with sulfonamides gives the corresponding pyrrolidine derivatives under the same conditions. Through deuterium-labeling experiments
Oh, T.; Wrobel, Z.; Rubenstein, S. M.
Tetrahedron Letters, 32, 4647-4647 (1991)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 388122-5G | 04061833322734 |
| 388122-1G | 04061826663004 |