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Type | HazMat fee for 500 gram (Estimated) |
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Structure of 611-15-4
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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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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 611-15-4 |
Formula : | C9H10 |
M.W : | 118.18 |
SMILES Code : | C=CC1=CC=CC=C1C |
MDL No. : | MFCD00014936 |
InChI Key : | NVZWEEGUWXZOKI-UHFFFAOYSA-N |
Pubchem ID : | 11904 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H225-H332-H401 |
Precautionary Statements: | P210-P233-P240-P241-P242-P243-P261-P271-P273-P280-P303+P361+P353-P304+P340+P312-P370+P378-P403+P235-P501 |
Class: | 3 |
UN#: | 2618 |
Packing Group: | Ⅲ |
* 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 |
---|---|---|
67%Spectr. | With triethylsilane; fluorotris(pentafluorophenyl)phosphonium tetrakis(pentafluorophenyl)borate; para-thiocresol; at 25℃; for 1h; | General procedure: To a solution of silane(1.0 Eq), RH (R = Ar2N, ArS, ArO, ArCO2) (1.0 Eq) and olefin (1.0-1.2 Eq) wasadded the [(C6F5)3PF][B(C6F5)4] (1.5 mol%) in C6D5Br or CD2Cl2 (0.5 M) at 25 C. The reaction was monitored by NMR or TLC until completion. Yieldwas determined by 1H-NMR spectroscopy. For isolated yields, the reactionwas quenched with a diluted solution of NaHCO3 and the mixture wasextracted with CH2Cl2. The organic solution was dried over MgSO4, filtered,and evaporated. The crude was diluted with hexane and filtered over silica gel; products were eluted with hexane and Et2O for dibutyl 2-methylenesuccinate. The quality of the catalyst is again essential for the successful completion of the reaction |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55.0% | In 12H2 S; nitrogen; | EXAMPLE 18 Into a 3/8 inch I.D. stainless steel tubular reactor containing 20 cc of the catalyst of Example 11 was introduced ortho ethyltoluene in a stream of nitrogen gas, together with a separate stream of hydrogen sulfide. in the molar ratios 12H2 S:17.3N2:1 o-ethyltoluene. The reactor temperature was 700 C. and the contact time was 1.2 seconds. Conversion of the o-ethyltoluene was 85.0 percent, the yield of indene was 55.0 percent and the yield of 2-methylstyrene was 12.6 percent. |
49.4% | In 14H2 S; nitrogen; | EXAMPLE 20 Into a 3/8 inch I.D. stainless steel tubular reactor containing 20 cc of the catalyst of Example 1 was introduced ortho ethyltoluene in a stream of nitrogen gas, together with a separate stream of hydrogen-sulfide, in the molar ratios 14H2 S:15.7N2:1 o-ethyltoluene. The reactor temperature was 700 C. and the contact time was 1.1 seconds. Conversion of the o-ethyltoluene was 74.0 percent, the yield of indene was 49.4 percent and the yield of 2-methylstyrene was 10.4 percent. |
43.8% | In nitrogen; | EXAMPLE 22 Into a 3/8 inch I.D. stainless steel tubular reactor containing 20 cc of the catalyst of Example 1 was introduced ortho ethyltoluene in a stream of nitrogen gas, together with a separate stream of hydrogen sulfide, in the molar ratios 31.7H2 S:15.7N2:1 o-ethyltoluene. The reactor temperature was 700 C. and the contact time was 0.72 seconds. Conversion of the o-ethyltoluene was 67.8 percent, the yield of indene was 43.8 percent and the yield of 2-methylstyrene was 13.4 percent. |
40.5% | In 12H2 S; nitrogen; | EXAMPLE 16 Into a 3/8 inch I.D. stainless steel tubular reactor containing 20 cc of the catalyst of Example 3 was introduced ortho ethyltoluene in a stream of nitrogen gas, together with a separate stream of hydrogen sulfide, in the molar ratios 12H2 S:17.3N2:1 o-ethyltoluene. The reactor temperature was 700 C. and the contact time was 1.2 seconds. Conversion of the o-ethyltoluene was 64.2 percent, the yield of indene was 40.5 percent and the yield of 2-methylstyrene was 9.3 percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With {(R)-binap}PtCl2; hydrogen; tin(ll) chloride; In toluene; at 100℃; under 30003 Torr; for 24h;Autoclave; Schlenk technique; | General procedure: In a typical experiment, a solution of PtCl2[(R)-BINAP] (4.5 mg;0.005 mmol) and tin(II) chloride (1.9 mg; 0.01 mmol) in toluene(5 mL) containing styrene derivatives (1a-g, 5a-g) (1.0 mmol) wastransferred under argon into a 100 mL stainless steel autoclave. Thereaction vessel was pressurized to 80 bar total pressure (CO/H2 1:1) and placed in an oil bath of constant temperature. Themixture was stirred with a magnetic stirrer for the given reactiontime. The pressure was monitored throughout the reaction. Aftercooling and venting of the autoclave, the pale yellow solution wasremoved and immediately analyzed by GC-MS and chiral GC. | |
With {(R)-binap}PtCl2; hydrogen; tin(ll) chloride; In toluene; at 40℃; under 30003 Torr; for 240h;Autoclave; Schlenk technique; | General procedure: In a typical experiment, a solution of PtCl2[(R)-BINAP] (4.5 mg;0.005 mmol) and tin(II) chloride (1.9 mg; 0.01 mmol) in toluene(5 mL) containing styrene derivatives (1a-g, 5a-g) (1.0 mmol) wastransferred under argon into a 100 mL stainless steel autoclave. Thereaction vessel was pressurized to 80 bar total pressure (CO/H2 1:1) and placed in an oil bath of constant temperature. Themixture was stirred with a magnetic stirrer for the given reactiontime. The pressure was monitored throughout the reaction. Aftercooling and venting of the autoclave, the pale yellow solution wasremoved and immediately analyzed by GC-MS and chiral GC. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With rhodium(III) chloride trihydrate; alpha-Oxo-phenylmethan-diphenylphosphin; at 70℃; for 10h;Inert atmosphere; | General procedure: A 10mL three-necked flask equipped with a magnetic stirrer was charged with RhCl3·3H2O (8.0×10-3mmol) and acylphosphines prepared (4.0×10-2mmol) under argon atmosphere. Then alkene (4mmol) and silane (4.4mmol) were added via syringe. The hydrosilylation reaction proceeded with constant stirring under an appropriate temperature for 5h. At the end of the reaction, the conversion of alkene and the selectivity of product were determined by GC (Scheme 3) . |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | at 140℃; for 4h;Ionic liquid; | General procedure: A 20-mL test tube equipped with magnetic stirring bar was charged with 1 mmol substituted cinnamic acid and 5ml DES, heated at 140 C in an oil bath for 4 h. After the mixture was cooled to room temperature, extracted with ethyl acetate (3x15 mL), combined, and evaporated under vacuum. Pure product was obtained by silica gel column chromatography with PE and ethyl acetate. |