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| | Lanthanum trifluoromethanesulfonate Basic information |
| | Lanthanum trifluoromethanesulfonate Chemical Properties |
| Melting point | >300°C | | density | 1.7 | | storage temp. | Inert atmosphere,2-8°C | | solubility | sol H2O; partially sol THF, CH2Cl2; sparingly sol Et2O; insol hexane. | | form | Crystalline Powder | | color | White to light beige | | Water Solubility | Soluble in water. | | Sensitive | Hygroscopic | | Hydrolytic Sensitivity | 6: forms irreversible hydrate | | BRN | 9009103 | | Stability: | hygroscopic | | InChI | InChI=1S/3CHF3O3S.La/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3 | | InChIKey | WGJJZRVGLPOKQT-UHFFFAOYSA-K | | SMILES | C(F)(S([O-])(=O)=O)(F)F.C(F)(F)(F)S([O-])(=O)=O.C(F)(F)(F)S([O-])(=O)=O.[La+3] | | CAS DataBase Reference | 52093-26-2(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | RIDADR | UN 1759 8/PG III | | WGK Germany | 3 | | F | 3-10 | | Hazard Note | Irritant | | HazardClass | 8 | | PackingGroup | III | | HS Code | 28469099 | | Storage Class | 11 - Combustible Solids |
| | Lanthanum trifluoromethanesulfonate Usage And Synthesis |
| Description | Lanthanum trifluoromethanesulfonate is a Lewis acid catalyst useful for aldol, Michael, Diels-Alder, and other C-C bond forming reactions; also useful for preparing organolanthanum reagents, which react with hindered tertiary amides to afford ketones. | | Chemical Properties | white to light beige crystalline powder | | Uses | Lanthanum trifluoromethanesulfonate is a water-tolerant Lewis acid used in the Aldol reaction of silyl enol ethers with aldehydes. It is an effective catalyst for the Baylis-Hillman reaction. It also catalyzes Michael additions to methyl vinyl ketone in water. | | reaction suitability | core: lanthanum
reagent type: catalyst | | Synthesis | To an aqueous solution of triflic acid (50% v/v), a slight excess of lanthanum oxide (La2O3) is added; the resulting mixture is stirred for 15 min at rt and then filtered to remove the unreacted oxide; the filtrate is concentrated in vacuo at about 60 °C; residual water is removed by azeotropic distillation with toluene in vacuo to dryness; the resulting hydrate is placed in a flask equipped with a stirring bar, a stopcock filled with a glass wool plug, and a NaOH trap, and is then dehydrated by heating under vacuum (140 °C/0.1 mmHg or 180 °C/1.0 mmHg) for 16 h. The anhydrous Lanthanum trifluoromethanesulfonate La(OTf)3 is a white to gray-white solid. | | storage | Anhydrous La(OTf)3 is hygroscopic and should be stored and weighed in a glove-box. Use in a fume hood. |
| | Lanthanum trifluoromethanesulfonate Preparation Products And Raw materials |
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