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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 60111-52-6 |
Formula : | C13H30O3Si4 |
M.W : | 346.72 |
SMILES Code : | C=C[Si](C)(C)O[Si](C)(O[Si](C)(C)C=C)O[Si](C)(C)C=C |
MDL No. : | MFCD00054798 |
InChI Key : | YQPHUWZVHLZEPI-UHFFFAOYSA-N |
Pubchem ID : | 6453910 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H413 |
Precautionary Statements: | P273-P501 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | SYNTHESIS EXAMPLE 3 Synthesis of Tris(vinyldimethylsiloxy)methylsilane To a mixture of 1.5 mol of ViMe2SiOAc and 0.48 mol of MeSi(OEt)3 as silanes in a vessel there was slowly added HCl (10%) dropwise at RT with vigorous stirring, during which the temperature rose slowly to 55 C. After subsequent heating under reflux at 72 C. for 10 minutes and slow cooling to RT, there was obtained a two-phase mixture. The upper phase was separated and washed with 1*H2O, 1*NaHCO3 solution and 3*H2O. After drying with molecular sieve and filtration, distillation was carried out, during which methyl acetate and divinyltetramethyldisiloxane passed over in initial fractions and the product distilled-corresponding to a yield of 72% of theory. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62.8% | Comparative Example 2 A 1000-ml four necked glass flask equipped with a reflux condenser, thermometer and stirrer was purged with nitrogen. The flask was charged with 136.2 g (1.0 mol) of methyltrimethoxysilane, 372.8 g (2.0 mol) of 1,1,3,3-tetramethyl-1,3-divinyldisiloxane and 96.0 g (2.0 mol) of methanol, and cooled in an ice water bath to an internal temperature below 10C. To the flask kept at an internal temperature of 5-10C, 9.8 g (0.1 mol) of conc. sulfuric acid was added dropwise over 15 minutes, and stirring was continued at the temperature for 30 minutes. Subsequently, at a temperature of 5-25C, 105.0 g (5.83 mol) of water was added dropwise over one hour. After the completion of dropwise addition, stirring was continued at 15-25C for 2.5 hours. The aqueous layer was removed from the reaction solution, after which the organic layer was washed with aqueous sodium bicarbonate and then with water. On distillation of the resulting organic layer, 217.0 g (0.63 mol) of methyltris(trimethylsiloxy)silane with a purity of 99.7% was collected as a fraction having a boiling point of 102.0-103.0C/1.3 kPa. The yield was 62.8%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79.4% | Example 7 A 1000-ml four necked glass flask equipped with a reflux condenser, thermometer and stirrer was purged with nitrogen. The flask was charged with 372.8 g (2.0 mol) of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane and 64.0 g (2.0 mol) of methanol, and cooled in an ice water bath to an internal temperature below 10C. To the flask kept at an internal temperature of 5-10C, 9.8 g (0.1 mol) of conc. sulfuric acid was added dropwise over 30 minutes, and stirring was continued at the temperature for 30 minutes. Subsequently, to the flask kept at an internal temperature of 5-10C, 136.2 g (1.0 mol) of methyltrimethoxysilane was added dropwise over 30 minutes, and stirring was continued at the temperature for one hour. At an internal temperature of 5-25C, 105.0 g (5.8 mol) of water was added dropwise over one hour. After the completion of dropwise addition, stirring was continued at 15-25C for 2.5 hours. The organic layer of the reaction solution was analyzed by GC, finding that the area percent ratio of the main product to monomethoxy and monohydroxy compounds, MeSi (OSiMe2Vi)3/ [MeSi(OMe) (OSiMe2Vi)2 + MeSi(OH)(OSiMe2Vi)2] was 13.2. The total content of monomethoxy and monohydroxy compounds was 0.074 mol, as determined from the area percents by GC. The reaction solution was subjected to separatory operation to remove the aqueous layer. While the organic layer was kept at a temperature of 20-25C, 34.3 g (0.35 mol) of conc. sulfuric acid was added dropwise over 15 minutes, and stirring was continued at the temperature for 0.5 hour. The organic layer after reaction with sulfuric acid was analyzed by GC, finding that the area percent ratio of the main product to monomethoxy and monohydroxy compounds, MeSi (OSiMe2Vi)3/[MeSi(OMe) (OSiMe2Vi)2 + MeSi(OH)(OSiMe2Vi) 2] was 2990.7. The sulfuric acid layer was removed from the reaction solution, after which the organic layer was washed with water, neutralized with aqueous sodium bicarbonate, and washed with water again. On distillation of the resulting organic layer, 275.3 g (0.79 mol) of methyltris(dimethylvinylsiloxy)silane with a purity of 99.7% was collected as a fraction having a boiling point of 95.0-96.5C/0.9 kPa. The yield was 79.4%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | In pentane; for 3h;Schlenk technique; Inert atmosphere; UV-irradiation; | General procedure: Complexes Fe-1 to Fe-12 were synthesized by reacting the calculated amounts of [Fe(CO)5] (method A) or [Fe2(CO)9] (method B) and corresponding amount of vinyl silicon compound in pentane (see Scheme 1). The mixture was irradiated with UV light for 2-3h under flow of argon at room temperature. After this time the mixtures were filtered by a cannula system, the solvent was evaporated from a yellow solution and materials obtained were dried under vacuum. |
In pentane; for 2h;Schlenk technique; UV-irradiation; Inert atmosphere; | General procedure: In the Schlenck's tube (Pyrex glass) equipped with magnetic stirrer, condenser with oil valve 6 mmol of appropriate organosilicone triene ((H2C=CHSiMe2O)3SiR), 1.18 g (6 mmol) Fe(CO)5 and 40 mL of pentane were placed. The mixture obtained was irradiated with UV light for 2 hours under flow of argon. After filtration by a cannula system the solvent was evaporated from yellow solution and yellow oil was dried under vacuum. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | In pentane; for 3h;Schlenk technique; Inert atmosphere; UV-irradiation; | General procedure: Complexes Fe-1 to Fe-12 were synthesized by reacting the calculated amounts of [Fe(CO)5] (method A) or [Fe2(CO)9] (method B) and corresponding amount of vinyl silicon compound in pentane (see Scheme 1). The mixture was irradiated with UV light for 2-3h under flow of argon at room temperature. After this time the mixtures were filtered by a cannula system, the solvent was evaporated from a yellow solution and materials obtained were dried under vacuum. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In pentane; for 2h;Schlenk technique; UV-irradiation; Inert atmosphere; | General procedure: In the Schlenck's tube (Pyrex glass) equipped with magnetic stirrer, condenser with oil valve 6 mmol of appropriate organosilicone triene ((H2C=CHSiMe2O)3SiR), 1.09 g (3 mmol) Fe2 (CO)9 and 40 mL of pentane were placed. The mixture obtained was mixed over-knight and then irradiated with UV light for 2 hours under flow of argon. After filtration by a cannula system the solvent was evaporated from yellow-orange solution and orange oil was dried under vacuum. |
Tags: 60111-52-6 synthesis path| 60111-52-6 SDS| 60111-52-6 COA| 60111-52-6 purity| 60111-52-6 application| 60111-52-6 NMR| 60111-52-6 COA| 60111-52-6 structure
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