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CAS No. : | 999-55-3 | MDL No. : | MFCD00014949 |
Formula : | C6H8O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 112.13 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Danger | Class: | 6.1,3 |
Precautionary Statements: | P501-P260-P270-P240-P210-P233-P243-P241-P242-P271-P264-P280-P284-P370+P378-P337+P313-P305+P351+P338-P361+P364-P303+P361+P353-P332+P313-P301+P310+P330-P304+P340+P310-P403+P233-P403+P235-P405 | UN#: | 2929 |
Hazard Statements: | H330-H301+H311-H315-H319-H225 | Packing Group: | Ⅱ |
GHS Pictogram: |
* 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 |
---|---|---|
95% | for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With dihydrogen hexachloroplatinate; 10H-phenothiazine; trichlorosilane In tetrahydrofuran at 80℃; for 0.5h; | |
With dihydrogen hexachloroplatinate; 2-Ethylhexyl alcohol; 2,6-di-tert-butyl-4-methyl-phenol; trichlorosilane; platinum In toluene at 70 - 80℃; for 4h; | 1; 2; 3; 4; 5; 6; 7; 8; 9; 10; 11; 12 Synthesis of 3-acryloxypropyltrichlorosilane A flask equipped with a stirrer, reflux condenser, dropping funnel and thermometer at room temperature was charged with 0.1 g (corresponding to 0.1 wt % relative to allyl acrylate) of 2,6-di-tert-butyl-4-methylphenol, an amount (to provide 0.00001 mole of Pt) of a 2-ethylhexanol solution of chloroplatinic (IV) acid, and 26.0 g (30 mL) of toluene, and heated at 70° C. Once the internal temperature became steady, 135.5 g (1.000 mole) of trichlorosilane and 112.1 g (1.000 mole) of allyl acrylate were separately, continuously, simultaneously fed at 70-80° C. over 3 hours, followed by 1 hour of stirring at the temperature. In this Example, trichlorosilane and allyl acrylate were fed in a molar ratio of 1:1, and the hourly feed rate of trichlorosilane was always constant and 100 mol % relative to allyl acrylate.The reaction mixture was analyzed by gas chromatography, finding that allyl acrylate (starting reactant), trichlorosilane, and 3-acryloxypropyltrichlorosilane (product) were in a percent area ratio of 11:0:89. The area ratio of compounds was converted to a weight ratio, and the contents of compounds were computed based on the molecular weight and weight ratio of each compound. The content of allyl acrylate in the reaction system was 27 mol % based on the content of 3-acryloxypropyltrichlorosilane.A 20-ml screw cap test tube was thoroughly purged with nitrogen, filled with 10 g of the reaction mixture, and capped, after which it was heated at 100° C. for testing thermal stability. After 30 hours, the reaction mixture remained flowing, indicating no tendency to self-polymerization. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | With potassium tert-butylate; In 1-methyl-pyrrolidin-2-one; at 20℃;Inert atmosphere; | a) 4-Hydroxy-1-(5-methyl-[1,3,4]oxadiazol-2-yl)-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid allyl ester potassium salt; To a solution of <strong>[52838-39-8]5-methyl-1,3,4-oxadiazol-2-ylamine</strong> (198.2 mg, 2 mmol) and allyl acrylate (851 L, 6 mmol) in N-methylpyrrolidone (4 mL) was added at room temperature under stirring and nitrogen potassium tert-butylat (359.1 mg, 3.2 mmol). The reaction was stirred over night. To the formed suspension tetrahydrofurane was added and the title compound was filtered off, washed with tetrahydrofurane, dried and the title compound was obtained as white solid crystals (255 mg, 42%).MS ISP (m/e): 266.1 (84) [(M-K+H)+], 208.2 (100).1H NMR (DMSO-D6, 300 MHz): (ppm)=5.90 (m, 1H), 5.25 (d, 1H), 5.06 (d, 1H), 4.37 (d, 2H), 4.13 (s, 2H), 3.43 (t, 2H), 2.31 (s, 3H), 2.03 (t, 2H). |
42% | With potassium tert-butylate; In 1-methyl-pyrrolidin-2-one; at 20℃;Inert atmosphere; | To a solution of 5-methyl-l,3,4-oxadiazol-2-ylamine (198.2 mg, 2 mmol) and allyl acrylate (851 L, 6 mmol) in N-methylpyrrolidone (4 mL) was added at room temperature under stirring and nitrogen potassium tert-butylat (359.1 mg, 3.2 mmol). The reaction was stirred over night. To the formed suspension tetrahydrofurane was added and the title compound was filtered off, washed with tetrahydrofurane, dried and the title compound was obtained as white solid crystals (255 mg, 42%).MS ISP (m/e): 266.1 (84) [(M-K+H)+], 208.2 (100).1H MR (DMSO-D6, 300 MHz): (ppm) = 5.90 (m, 1H), 5.25 (d, 1H), 5.06 (d, 1H), 4.37(d, 2H), 4.13 (s, 2H), 3.43 (t, 2H), 2.31 (s, 3H), 2.03 (t, 2H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45.1 %Chromat. | With 15percent (w/w) Candida antarctica lipase B immobilised onto macroporous acrylic resin at 50℃; for 1h; Enzymatic reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93.7% | With ammonium trifluoromethanesulfonate; 4-methoxy-phenol at 60℃; for 8h; | 2.2 Synthesis of allyl acrylate To a 1L with a constant pressure funnel, a magnetic stir bar, a thermometer and a distillation unitThree bottles were added with 288 g (2.0 mole)Acryloyloxytrimethylsilane, 326 g (1.1 mole)Diphenyldiallyloxysilane, 5 g MEHQ, 0.5 gAmmonium trifluoromethanesulfonate,After stirring for 8 hours at 60 ° C,To -20 low temperature medium strong condensation under vacuum distillation, collecting 46 -And the yield was 91.5%. The reaction was as shown in formula (8). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89.2% | With ammonium trifluoromethanesulfonate; 4-methoxy-phenol In hexane at 60℃; for 8h; | 3.2 Synthesis of allyl acrylate To a 1L with a constant pressure funnel, a magnetic stir bar, a thermometer and a distillation unitThree bottles were added with 289 g (2.0 mole)Acryloyloxytrimethylsilane, 246 g (1.05 mole)Methylphenyl diallyloxysilane,5.9 g MEHQ,0.55 g of ammonium trifluoromethanesulfonate was added and stirred at 60 ° C for 8 hours, then concentrated under reduced pressure at a low temperature of -20 ° C,A fraction of 201 g was obtained at a yield of 46 to 47 ° C in a yield of 89.2%. The reaction was as shown in formula (12) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91.5% | With ammonium trifluoromethanesulfonate; 4-methoxy-phenol at 60℃; for 8h; | 1.3 Synthesis of allyl acrylate To a 1L with a constant pressure funnel, a magnetic stir bar, a thermometer and a distillation unitThree bottles were added with 288 g (2.0 mole)Acryloyloxytrimethylsilane, 326 g (1.1 mole)Diphenyldiallyloxysilane, 5 g MEHQ, 0.5 gAmmonium trifluoromethanesulfonate,After stirring for 8 hours at 60 ° C,To -20 low temperature medium strong condensation under vacuum distillation, collecting 46 -And the yield was 91.5%. The reaction was as shown in formula (8). |